2-Aminothiazole → HCID 686524, compound

HRID 365289Notes

Reaction equation

HRID 365289 reaction equation
[CH:1]1([C:7](Cl)=[O:8])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[NH2:10][C:11]1[S:12][CH:13]=[CH:14][N:15]=1.C(N(C(C)C)CC)(C)C>ClCCl>[S:12]1[CH:13]=[CH:14][N:15]=[C:11]1[NH:10][C:7]([CH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1)=[O:8]

Participants

5

Reactant 3

HCID 21552-AminothiazoleHCID 75938Cyclohexanecarbonyl chlorideHCID 81531Diisopropylethylamine

Product 1

HCID 686524HCID 686524, compoundYield 72.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Cyclohexanecarbonyl chloride (4.38 g, 30 mmol) was added dropwise to a solution of 2-aminothiazole (3.00 g, 30 mmol) and di-isopropylethylamine (3.87 g, 30 mmol) in dichloromethane (50 ml) at 0° C. The mixture was warmed to room temperature, stirred for 18 h, washed with 1 N--HCl (2×50 ml) and 1 N--NaOH (2×50 ml), dried (MgSO4), and evaporated in vacuo to give the product (4.59 g) as white crystals.

Workup

  1. washwashed with 1 N
  2. dry with materialHCl (2×50 ml) and 1 N--NaOH (2×50 ml), dried (MgSO4)
  3. customevaporated in vacuo

Sources & evidence

ORD record
ord-f4e979c2014945caaab66e6117c6a679
Source dataset
uspto-grants-2000_10
Patent number
US06127357

Reaction notes

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