Chloroacetyl chloride → HCID 18510991, compound

HRID 1370274Notes

Reaction equation

HRID 1370274 reaction equation
[Cl:1][CH2:2][C:3](Cl)=[O:4].[CH3:6][C:7]([C:10]1[CH:15]=[CH:14][C:13]([C:16]2[N:17]=[C:18]([NH2:27])[S:19][C:20]=2[C:21]2[CH:26]=[CH:25][N:24]=[CH:23][CH:22]=2)=[CH:12][CH:11]=1)([CH3:9])[CH3:8]>>[ClH:1].[CH3:9][C:7]([C:10]1[CH:15]=[CH:14][C:13]([C:16]2[N:17]=[C:18]([NH:27][C:3](=[O:4])[CH2:2][Cl:1])[S:19][C:20]=2[C:21]2[CH:22]=[CH:23][N:24]=[CH:25][CH:26]=2)=[CH:12][CH:11]=1)([CH3:6])[CH3:8]

Participants

3

Reactant 2

HCID 6577Chloroacetyl chlorideHCID 11335869HCID 11335869, compound

Product 1

HCID 18510991HCID 18510991, compoundYield 91.8%

Conditions

Temperature
60 °C

Procedure

Chloroacetyl chloride (0.55 g, 4.85 mmol) was added to a solution of [4-[4-(1,1-dimethylethyl)phenyl]-5-(4-pyridyl)-1,3-thiazol-2-yl]amine (1.0 g, 3.23 mmol) in N,N-dimethylacetaminde (10 mL) and the mixture was stirred at 60° C. for 14 hours. The solvent was concentrated under reduced pressure and the resultant residue was washed with ether and dried. The crude crystals obtained was recrystallized from ethanol to obtain the title compound (0.94 g, yield 69%).

Workup

  1. concentrationThe solvent was concentrated under reduced pressure
  2. washthe resultant residue was washed with ether
  3. customdried
  4. customThe crude crystals obtained
  5. customwas recrystallized from ethanol

Sources & evidence

ORD record
ord-2d32780a86d4468cbe7eb5092e689ba4
Source dataset
uspto-grants-2003_06
Patent number
US06583146B1

Reaction notes

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