Potassium Carbonate → HCID 20482431, compound

HRID 648208Notes

Reaction equation

HRID 648208 reaction equation
Cl[CH2:2][C:3]1[N:4]=[C:5]([N:8]([CH3:12])[C:9](=[O:11])[CH3:10])[S:6][CH:7]=1.[CH:13]([N:26]1[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]1)([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH:13]([N:26]1[CH2:31][CH2:30][N:29]([CH2:2][C:3]2[N:4]=[C:5]([N:8]([CH3:12])[C:9](=[O:11])[CH3:10])[S:6][CH:7]=2)[CH2:28][CH2:27]1)([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 70048BenzhydrylpiperazineHCID 20482403N-[4-(Chloromethyl)-2-thiazolyl]-N-methylacetamide

Product 1

HCID 20482431HCID 20482431, compoundYield 31.2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 4-chloromethyl-2-(N-methylacetamido)thiazole (2.05 g), 1-benzhydrylpiperazine (2.5 g) and potassium carbonate (1.4 g) in N,N-dimethylformamide (20 ml) was stirred at 80° C. for 1.5 hours. After the reaction mixture was poured into ice-water, the precipitated crystals were washed with water and then dried, followed by recrystallization from a mixture of ethyl acetate and n-hexane to obtain pale yellow crystals of 4-(4-benzhydrylpiperazin-1-ylmethyl)-2-(N-methylacetamido)thiazole (1.3 g), mp 140°-142° C.

Workup

  1. washthe precipitated crystals were washed with water
  2. customdried
  3. customfollowed by recrystallization from a mixture of ethyl acetate and n-hexane

Sources & evidence

ORD record
ord-dc0edb5c97c1481b9c8677940923d0e2
Source dataset
uspto-grants-1983_10
Patent number
US04411900

Reaction notes

Loading…