Water → HCID 2421541, compound

HRID 2386172Notes

Reaction equation

HRID 2386172 reaction equation
[CH3:1][C:2]1[N:3]=[C:4]([NH2:7])[S:5][CH:6]=1.[CH:8]1([C:11](Cl)=[O:12])[CH2:10][CH2:9]1.O>N1C=CC=CC=1>[CH3:1][C:2]1[N:3]=[C:4]([NH:7][C:11]([CH:8]2[CH2:10][CH2:9]2)=[O:12])[S:5][CH:6]=1

Participants

5

Reactant 3

HCID 962WaterHCID 741432-Amino-4-methylthiazoleHCID 77637Cyclopropanecarbonyl chloride

Product 1

HCID 2421541HCID 2421541, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a solution of 4-methylthiazol-2-amine (20.4 g) in pyridine (80 ml) under an ice bath was added dropwise cyclopropanecarbonyl chloride (19.7 ml) and the resulting reaction was stirred at room temperature (RT) overnight. A half volume of pyridine was removed using a rotary evaporator to afford a residue, to which water (100 ml) was added. Filtration, washing with water (3×100 ml) and drying under vacuum afforded N-(4-methylthiazol-2-yl)cyclopropanecarboxamide as a white solid (29.92 g).

Workup

  1. customthe resulting reaction
  2. customA half volume of pyridine was removed
  3. customa rotary evaporator
  4. customto afford a residue
  5. filtrationFiltration
  6. washwashing with water (3×100 ml)
  7. customdrying under vacuum

Sources & evidence

ORD record
ord-5e3425c983154bbaa6c933ca539cb02f
Source dataset
uspto-grants-2012_09
Patent number
US08268818B2

Reaction notes

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