Dimethylacetamide → HCID 178521179, compound

HRID 2286624Notes

Reaction equation

HRID 2286624 reaction equation
[O:1]=[C:2]1[CH2:6][CH2:5][CH2:4][N:3]1[CH2:7][C:8]([NH:10][C:11]1[CH:16]=[CH:15][C:14]([C:17]2[N:22]=[C:21]([OH:23])[C:20]([C:24]([OH:26])=[O:25])=[CH:19][N:18]=2)=[CH:13][CH:12]=1)=[O:9].C(N1C=CN=C1)(N1C=CN=C1)=O.CN(C)C(=O)C>ClCCl>[N-:22]1[CH:21]=[CH:20][N:18]=[CH:17]1.[O:1]=[C:2]1[CH2:6][CH2:5][CH2:4][N:3]1[CH2:7][C:8]([NH:10][C:11]1[CH:12]=[CH:13][C:14]([C:17]2[N:22]=[C:21]([OH:23])[C:20]([C:24]([OH:26])=[O:25])=[CH:19][N:18]=2)=[CH:15][CH:16]=1)=[O:9]

Participants

5

Reactant 3

HCID 31374DimethylacetamideHCID 682631,1'-CarbonyldiimidazoleHCID 178521178HCID 178521178, compound

Product 1

HCID 178521179HCID 178521179, compoundYield 194.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A suspension of 6.2 g (17 mmol) of the above pyrimidine acid, 4.9 g (30 mmol) of carbonyldiimidazole and 60 ml of N,N-dimethylacetamide is stirred overnight at room temperature. The mixture is diluted with 100 ml of dichloromethane and the solid is filetered, washed with dichloromethane, and dried to give 7.0 g of the title imidazolide; mp 245°-250° C.

Workup

  1. washwashed with dichloromethane
  2. customdried

Sources & evidence

ORD record
ord-72e591e1514746979e53ac6d44aa51e4
Source dataset
uspto-grants-1981_05
Patent number
US04267180

Reaction notes

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