6-methoxybenzo[d]thiazol-2-amine
2-Amino-6-methoxybenzothiazole
CAS: 1747-60-0
Molecular Formula: C8H8N2OS
6-methoxybenzo[d]thiazol-2-amine - Names and Identifiers
| Name | 2-Amino-6-methoxybenzothiazole |
| Synonyms | AKOS AUF2099 AKOS BBS-00005696 TIMTEC-BB SBB003746 6-methoxy-2-benzothiazolamin 6-Methoxy-2-aminobenzothiazole 2-amino-6-methoxy-benzothiazol 2-AMINO-6-METHOXYBENZOTHIAZOLE 2-Amino-6-methoxybenzothiazole 6-methoxybenzothiazol-2-ylamine 2-AMINO-6-METHOXYBENZOTHIOPHENE 2-BENZOTHIAZOLAMINE, 6-METHOXY- 6-methoxybenzo[d]thiazol-2-amine 3'-chlorobiphenyl-4-carbaldehyde 3'-methylbiphenyl-4-carbaldehyde 3'-methoxybiphenyl-4-carbaldehyde 6-methoxy-1,3-benzothiazol-2-amine 2-amino-4,5,6,7-tetrahydro-1-benzothiophene-3-carbonitrile 3-chloro-N-(3-cyano-4,5,6,7-tetrahydro-1-benzothiophen-2-yl)propanamide |
| CAS | 1747-60-0 |
| EINECS | 217-130-0 |
6-methoxybenzo[d]thiazol-2-amine - Physico-chemical Properties
| Molecular Formula | C8H8N2OS |
| Molar Mass | 180.23 |
| Density | 1.2425 (rough estimate) |
| Melting Point | 165-167 °C (lit.) |
| Boling Point | 240°C |
| Flash Point | 178.2°C |
| Solubility | very slightly in Methanol |
| Vapor Presure | 0.000142mmHg at 25°C |
| Appearance | White-like powder |
| Color | White to beige or grayish-lilac |
| pKa | pK1: 4.50(+1) (25°C) |
| Storage Condition | Keep in dark place,Inert atmosphere,Room temperature |
| Stability | Stable, but may be light sensitive. Incompatible with strong oxidizing agents. |
| Refractive Index | 1.5690 (estimate) |
| MDL | MFCD00005787 |
| Physical and Chemical Properties | Fine off-white to light tan powder. |
| Use | Purposes: Dye Intermediates. It is used in the manufacture of cationic brilliant blue RL, cationic yellow 2RL, the preparation of 6-methoxy-3-methylbenzothiazole hydrazone therefrom, and the production of cationic yellow GL, etc. |
6-methoxybenzo[d]thiazol-2-amine - Risk and Safety
| Risk Codes | R22 - Harmful if swallowed R36/37/38 - Irritating to eyes, respiratory system and skin. R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. |
| UN IDs | 2811 |
| WGK Germany | 3 |
| RTECS | DL2100000 |
| TSCA | Yes |
| HS Code | 29342080 |
| Hazard Class | IRRITANT |
| Packing Group | III |
6-methoxybenzo[d]thiazol-2-amine - Upstream Downstream Industry
| Raw Materials | Aniline |
6-methoxybenzo[d]thiazol-2-amine - Reference Information
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| Uses | Used as a cationic dye intermediate dye intermediate. It is used to manufacture cationic brilliant blue RL and cationic yellow 2RL; it is used to prepare 6-methoxy-3-methylbenzothiazole hydrazone, and then to produce cationic yellow GL, etc. 2-amino-6-methoxybenzothiazole is a kind of intermediate used to prepare new Schiff base and 4-thiazolidinone compounds. It is also used in the synthesis of 2-cyano-6-methoxybenzothiazole. |
| Production method | First, p-aminoanisole hydrochloride and sodium thiocyanate are reacted to obtain p-methoxyphenyl thiourea, and then closed-loop with sulfur chloride. The process is as follows:(1) Add water in a glass-lined pot, heat to 60°C, slowly add p-aminoanisole under stirring, and stir at 60-65°C for 30min to completely dissolve it. Congo red test paper with 30% industrial hydrochloric acid to adjust the acidity of the solution is slightly blue, maintained for 10min, added sodium thiocyanate, heated, slowly heated to 105 ℃, and refluxed at about 105 ℃ for 24h. Then cold to 25 ℃ and filter. The filter cake is washed and dried with water to obtain p-methoxyphenylthiourea. (2) Inhale anhydrous chloroform into a dry glass-lined pot, and add dry p-methoxyphenylthiourea under stirring. Heat to 60-62 ℃, and evaporate part of the chloroform and water in the raw materials. Then cool to 25°C and gradually add sulfur chloride. After adding, stir at 30 ℃ for 1h, raise the temperature to 43-45 ℃ for 4h. Hydrogen chloride gas is produced in the reaction, which is absorbed by the absorption system. The reflux reaction was carried out at 62-64 ℃ for 10h. Then cool to below 60°C, press the material into an acidic distillation pot filled with chimney ash (substitute activated carbon) and water, and recover chloroform by direct steam distillation until the temperature is 95°C and maintained for 15min. After chloroform is recovered, distillation is stopped, cold to 90 ℃, water is added to adjust the volume, ice is added to cool to 45 ℃, 30% liquid alkali is added in trickle, pH value is adjusted to 4-5, and stirring is carried out for 15min. Suction filtration, the filtrate is heated to 60 ℃, and phenolphthalein is reddish for alkali analysis with 30% liquid alkali. Suction filtration, the resulting filter cake is the finished product. Melting point 160-163 ℃ yield 85%. |
Last Update：2024-04-09 20:13:35
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View History
Raw Materials for 6-methoxybenzo[d]thiazol-2-amine