1,1'-Carbonyldiimidazole → HCID 178474102, compound

HRID 1447146Notes

Reaction equation

HRID 1447146 reaction equation
[C:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[N:16]=[C:15]([OH:17])[C:14]([C:18]([OH:20])=[O:19])=[CH:13][N:12]=2)=[CH:7][CH:6]=1)(=[O:3])[CH3:2].C(N1C=CN=C1)(N1C=CN=C1)=O>CN(C)C(=O)C>[N-:16]1[CH:15]=[CH:14][N:12]=[CH:11]1.[C:1]([NH:4][C:5]1[CH:6]=[CH:7][C:8]([C:11]2[N:16]=[C:15]([OH:17])[C:14]([C:18]([OH:20])=[O:19])=[CH:13][N:12]=2)=[CH:9][CH:10]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 682631,1'-CarbonyldiimidazoleHCID 178474101HCID 178474101, compound

Product 1

HCID 178474102HCID 178474102, compoundYield 205.3%

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

A mixture of 10.93 g (40 mmol) of the above pyrimidine acid, 165 ml of N,N-dimethylacetamide, and 9.73 g of carbonyldiimidazole is stirred at 50° for 1 hr and for an additional 3 hrs at room temperature. The solid is filtered, washed with tetrahydrofuran and ether, and dried under vacuum overnight to give 13.97 g of 2-[4-(acetylamino)phenyl]-4-hydroxy-5-pyrimidine carboxylic acid imidazolide.

Workup

  1. filtrationThe solid is filtered
  2. washwashed with tetrahydrofuran and ether
  3. customdried under vacuum overnight

Sources & evidence

ORD record
ord-6924e3746d0e43529333222668d3b835
Source dataset
uspto-grants-1982_02
Patent number
US04315933

Reaction notes

Loading…