Thioacetamide → HCID 19775547, compound

HRID 1613247Notes

Reaction equation

HRID 1613247 reaction equation
Cl[CH:2]([C:13](=O)[CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([N+:10]([O-:12])=[O:11])=[CH:6][CH:5]=1.[C:20]([NH2:23])(=[S:22])[CH3:21]>>[CH3:21][C:20]1[S:22][C:2]([CH2:3][C:4]2[CH:9]=[CH:8][C:7]([N+:10]([O-:12])=[O:11])=[CH:6][CH:5]=2)=[C:13]([CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[N:23]=1

Participants

3

Reactant 2

HCID 2723949ThioacetamideHCID 19775577HCID 19775577, compound

Product 1

HCID 19775547HCID 19775547, compound

Procedure

An equimolar mixture (19.6 mmol) of 2-chloro-1-(4-nitrophenyl)octan-3-one and thioacetamide is heated at 60° C. for 24 hours. After cooling to room temperature, the reaction mixture is concentrated and taken up in isopropyl ether to give 1.7 g of 2-methyl-5-(4-nitrobenzyl)-4-pentylthiazole, which is a pale yellow solid melting at 57° C.

Workup

  1. concentrationthe reaction mixture is concentrated

Sources & evidence

ORD record
ord-fe85c1ce47a24cd28a677eb124eeea32
Source dataset
uspto-grants-1993_03
Patent number
US05192781

Reaction notes

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