2-(4-chlorophenyl)-4-methyl-1,3-thiazole-5-carbohydrazide → HCID 68642106, compound

HRID 1498951Notes

Reaction equation

HRID 1498951 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:9][C:10]([C:14]([NH:16][NH2:17])=[O:15])=[C:11]([CH3:13])[N:12]=2)=[CH:4][CH:3]=1.[OH:18][C:19]1[CH:20]=[C:21]([CH:25]=[CH:26][C:27]=1[O:28][CH3:29])[C:22](Cl)=[O:23]>N1C=CC=CC=1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:9][C:10]([C:14]([NH:16][NH:17][C:22](=[O:23])[C:21]3[CH:25]=[CH:26][C:27]([O:28][CH3:29])=[C:19]([OH:18])[CH:20]=3)=[O:15])=[C:11]([CH3:13])[N:12]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 27435212-(4-chlorophenyl)-4-methyl-1,3-thiazole-5-carbohydrazideHCID 450815953-Hydroxy-4-methoxybenzoyl chloride

Product 1

HCID 68642106HCID 68642106, compoundYield 24.6%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

In pyridine (4 ml), 2-(4-chloro-phenyl)-4-methyl-thiazole-5-carboxylic acid hydrazide (120 mg) and 3-hydroxy-4-methoxy-benzoyl chloride (84 mg) were stirred for 24 hours at a room temperature. The mixture was concentrated under a reduced pressure, and then diluted hydrochloric acid was added thereto. The precipitated crystal was separated by filtration and dried, and the resulting crystal was recrystallized from ethanol to give the title compound (46 mg, 24%).

Workup

  1. concentrationThe mixture was concentrated under a reduced pressure
  2. additiondiluted hydrochloric acid was added
  3. customThe precipitated crystal was separated by filtration
  4. customdried
  5. customthe resulting crystal was recrystallized from ethanol

Sources & evidence

ORD record
ord-d17013868eb3410485917c3732d660ea
Source dataset
uspto-grants-2015_12
Patent number
US09200008B2

Reaction notes

Loading…