(Z)-Methyl 2-(1-aMino-2-chloroethylidene)
N-Methylcarbonyl-2-chloroacetamidrazone
CAS: 155742-64-6
Molecular Formula: C4H8ClN3O2
(Z)-Methyl 2-(1-aMino-2-chloroethylidene) - Names and Identifiers
| Name | N-Methylcarbonyl-2-chloroacetamidrazone |
| Synonyms | N-Methylcarbonyl-2-chloroacetamidrazone (Z)-Methyl 2-(1-aMino-2-chloroethylidene) N-carboMethoxy-2-chloroacetaMidohydrazone N-(methoxycarbonyl)-2-chloroacetamidrazone Methyl (Z)-2-chloro-1-hydrazino ethylidenecarbamate Methyl 2-(2-chloro-1-iMinoethyl)hydrazinecarboxylate 2-(2-Chloro-1-minoethyl)hydrazinecarboxylic acid methyl ester methyl (2Z)-2-(1-amino-2-chloroethylidene)hydrazinecarboxylate 2-(2-Chloro-1-iminoethyl)hydrazinecarboxylic Acid Methyl Ester N'-(2-Chloro-1-iMino-ethyl)-hydrazinecarboxylic acid Methyl ester |
| CAS | 155742-64-6 |
| InChI | InChI=1/C4H8ClN3O2/c1-10-4(9)8-7-3(6)2-5/h2H2,1H3,(H2,6,7)(H,8,9) |
(Z)-Methyl 2-(1-aMino-2-chloroethylidene) - Physico-chemical Properties
| Molecular Formula | C4H8ClN3O2 |
| Molar Mass | 165.58 |
| Density | 1.43 |
| Melting Point | >125°C (dec.) |
| Solubility | Chloroform (Slightly, Heated, Sonicated), DMSO (Slightly), Methanol (Slightly) |
| Appearance | Solid |
| Color | Pale Beige to Light Beige |
| pKa | 7.62±0.43(Predicted) |
| Storage Condition | under inert gas (nitrogen or Argon) at 2-8°C |
| Refractive Index | 1.531 |
(Z)-Methyl 2-(1-aMino-2-chloroethylidene) - Reference Information
| Use | 2-(2-chloro-1-ethylene) hydrazide methyl formate is a very important intermediate in the synthesis of aprepitant. Arepitant (English name aprepitant) is the first neurokinin 1(NK-1) receptor blocker approved by FDA in 2003. It blocks the effect of substance P by binding to NK-1 receptors (mainly present in the central nervous system and its periphery). |
| preparation | 50g(0.67mol) of chloroacetonitrile and 200ml of methanol were sequentially added into a 1000ml three-mouth bottle under the protection of nitrogen, and cooled to 0 ℃. Dissolve 1g of sodium methoxide in 50ml of methanol and slowly drop it into the reaction bottle. After dripping, raise to room temperature and stir for 30 minutes. 1.06ml glacial acetic acid was added, and then 39g(0.43mol) of 250ml methanol solution of methyl formate was added dropwise to the resulting mixture. After dripping, continue stirring for 30 minutes. Concentrate the reaction solution under reduced pressure until it is nearly dry, add 1000ml of acetone, stir and beat at room temperature for 30min, filter to obtain a light yellow solid, and the solid is air-dried at 50 ℃ to obtain 70.1 g2-(2-chloro-1-ethylenehydrazide methyl ester, yield: 93.1%,HPLC purity 99.8%. |
Last Update：2024-04-09 02:00:07
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