Water → HCID 59362199, compound

HRID 2386173Notes

Reaction equation

HRID 2386173 reaction equation
[CH3:1][C:2]1[N:3]=[C:4]([NH:7][C:8]([CH:10]2[CH2:12][CH2:11]2)=[O:9])[S:5][CH:6]=1.[Br:13]Br.O>C(O)(=O)C>[Br:13][C:6]1[S:5][C:4]([NH:7][C:8]([CH:10]2[CH2:12][CH2:11]2)=[O:9])=[N:3][C:2]=1[CH3:1]

Participants

5

Reactant 3

HCID 962WaterHCID 24408BromineHCID 2421541HCID 2421541, compound

Product 1

HCID 59362199HCID 59362199, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To N-(4-methylthiazol-2-yl)cyclopropanecarboxamide (10.05 g) in acetic acid (100 ml) under an ice-water bath was added bromine (3.2 ml). After 30 min, water (100 ml) was added. Filtration, washing with water (3×) and drying under vacuum afforded N-(5-bromo-4-methylthiazol-2-yl)cyclopropanecarboxamide as a white solid (12.47 g). H NMR (500 MHz, CDCl3) 2.39 (s, 3 H), 1.64-1.60 (m, 1 H), 1.27-1.24 (m, 2 H), 1.00-0.96 (m, 2 H) ppm; LC/MS: 261 (M+1)/2.91 min.

Workup

  1. filtrationFiltration
  2. washwashing with water (3×)
  3. customdrying under vacuum

Sources & evidence

ORD record
ord-f38c97095bb443949c3ae3aa84501429
Source dataset
uspto-grants-2012_09
Patent number
US08268818B2

Reaction notes

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