Diethyl Ether → 4-(4-Chlorothiophen-2-yl)-1,3-thiazol-2-amine

HRID 900686Notes

Reaction equation

HRID 900686 reaction equation
BrBr.CCOCC.[Cl:8][C:9]1[CH:10]=[C:11]([C:14](=O)[CH3:15])[S:12][CH:13]=1.[NH2:17][C:18]([NH2:20])=[S:19]>CCO>[NH2:20][C:18]1[S:19][CH:15]=[C:14]([C:11]2[S:12][CH:13]=[C:9]([Cl:8])[CH:10]=2)[N:17]=1

Participants

6

Reactant 4

HCID 3283Diethyl EtherHCID 24408BromineHCID 2723790ThioureaHCID 111056552-Acetyl-4-chlorothiophene

Product 1

HCID 230306784-(4-Chlorothiophen-2-yl)-1,3-thiazol-2-amine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Bromine was added to an ether solution of 4-chloro-2-acetylthiophene under ice cooling, and the mixture was stirred at room temperature for 2 hours to obtain a brominated compound. Thiourea was added to an EtOH solution of the brominated compound at room temperature, and the mixture was stirred overnight at 80° C. to obtain 2-amino-4-(4-chlorothiophen-2-yl)thiazole.

Workup

  1. customto obtain a brominated compound
  2. stirringthe mixture was stirred overnight at 80° C.

Sources & evidence

ORD record
ord-f5d94976bd19497ea4eb7126179aad9f
Source dataset
uspto-grants-2008_04
Patent number
US07361658B2

Reaction notes

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