Water → HCID 68537730, compound

HRID 1931452Notes

Reaction equation

HRID 1931452 reaction equation
C(N(CC)CC)C.[Cl:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[N:16]=[C:17]([SH:20])[S:18][CH:19]=2)=[CH:11][CH:10]=1.[C:21]([O:25][C:26](=[O:29])[CH2:27]Br)([CH3:24])([CH3:23])[CH3:22].O>CN(C=O)C>[C:21]([O:25][C:26](=[O:29])[CH2:27][S:20][C:17]1[S:18][CH:19]=[C:15]([C:12]2[CH:11]=[CH:10][C:9]([Cl:8])=[CH:14][CH:13]=2)[N:16]=1)([CH3:24])([CH3:23])[CH3:22]

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 79177tert-Butyl bromoacetateHCID 178527837HCID 178527837, compound

Product 1

HCID 68537730HCID 68537730, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

888.7 mg (8.78 mmol) of triethylamine were added dropwise with caution to a solution of 1000 mg (4.39 mmol) of 4-(4-chloro-phenyl)-thiazole-2-thiol and 856.5 mg (4.39 mmol) of bromoacetic acid tert-butyl ester in 15 ml of DMF. The reaction mixture was stirred at room temperature for 1.5 h. Then water was added, and the mixture was extracted with ethyl acetate. The combined organic phases were dried and evaporated. Yield: 1.44 g.

Workup

  1. extractionthe mixture was extracted with ethyl acetate
  2. customThe combined organic phases were dried
  3. customevaporated

Sources & evidence

ORD record
ord-f4eaa772740e4390b13d6dd92a1b3927
Source dataset
uspto-grants-2012_05
Patent number
US08188291B2

Reaction notes

Loading…