Ammonia → HCID 86626610, compound

HRID 2405119Notes

Reaction equation

HRID 2405119 reaction equation
[NH2:1][C:2]1[S:3][C:4]([C:8](=[O:10])[CH3:9])=[C:5]([CH3:7])[N:6]=1.C1N=C[N:13]([C:16](N2C=NC=C2)=[O:17])C=1.N>CN(C=O)C.O1CCOCC1>[C:8]([C:4]1[S:3][C:2]([NH:1][C:16]([NH2:13])=[O:17])=[N:6][C:5]=1[CH3:7])(=[O:10])[CH3:9]

Participants

6

Reactant 3

HCID 222AmmoniaHCID 682631,1'-CarbonyldiimidazoleHCID 7208825-Acetyl-2-amino-4-methylthiazole

Product 1

HCID 86626610HCID 86626610, compoundYield 39.2%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 312751,4-DioxaneSolvent

Procedure

2-Amino-4-methyl-5-acetylthiazole (3 g, 19.2 mmol) is dissolved in DMF (30 mL). CDI (3.5 g, 21.1 mmol) is added and the mixture is stirred at RT for 3 h. Ammonia 0.5 N in dioxane is added (60 mL, 30 mmol) is added and the mixture is stirred for 2 days in a closed system. The resulting precipitate is recovered by filtration, washed with petroleum ether and dried under vacuo, affording N-(5-acetyl-4-methyl-1,3-thiazol-2-yl)urea as colorless solid (1.5 g, 39%).

Workup

  1. additionis added
  2. stirringthe mixture is stirred for 2 days in a closed system
  3. filtrationThe resulting precipitate is recovered by filtration
  4. washwashed with petroleum ether
  5. customdried under vacuo

Sources & evidence

ORD record
ord-5b74583c513a4fb58df2edb0ee4ec308
Source dataset
uspto-grants-2014_08
Patent number
US08802861B2

Reaction notes

Loading…