1,1'-Carbonyldiimidazole → N-(6-Bromo-2-benzothiazolyl)-1H-imidazole-1-carboxamide

HRID 555986Notes

Reaction equation

HRID 555986 reaction equation
[Br:1][C:2]1[CH:11]=[CH:10][C:5]2[N:6]=[C:7]([NH2:9])[S:8][C:4]=2[CH:3]=1.[CH:12]1[N:16]=[CH:15][N:14]([C:17](N2C=NC=C2)=[O:18])[CH:13]=1>C(Cl)Cl>[Br:1][C:2]1[CH:11]=[CH:10][C:5]2[N:6]=[C:7]([NH:9][C:17]([N:14]3[CH:13]=[CH:12][N:16]=[CH:15]3)=[O:18])[S:8][C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 682631,1'-CarbonyldiimidazoleHCID 851492-Benzothiazolamine, 6-bromo-

Product 1

HCID 86643867N-(6-Bromo-2-benzothiazolyl)-1H-imidazole-1-carboxamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A suspension of 6-bromo-benzothiazol-2-ylamine (5 g, 21.83 mmol) in DCM (250 ml) is treated with CDI (3.54 g, 21.83 mmol) and the reaction mixture is heated to reflux for 2 hours. The reaction mixture is filtered and the resulting solid is dried in the vacuum oven overnight to afford the title compound.

Workup

  1. temperaturethe reaction mixture is heated
  2. temperatureto reflux for 2 hours
  3. filtrationThe reaction mixture is filtered
  4. customthe resulting solid is dried in the vacuum oven overnight

Sources & evidence

ORD record
ord-f27298b6cd944f8994516c973546a063
Source dataset
uspto-grants-2011_11
Patent number
US08053574B2

Reaction notes

Loading…