Dimethylformamide → HCID 178474808, compound

HRID 1106113Notes

Reaction equation

HRID 1106113 reaction equation
[C:1]([NH:4][CH2:5][CH2:6][C:7]([NH:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]2[N:21]=[C:20]([OH:22])[C:19]([C:23]([OH:25])=[O:24])=[CH:18][N:17]=2)=[CH:12][CH:11]=1)=[O:8])(=[O:3])[CH3:2].CN(C)C=O.C(N1C=CN=C1)(N1C=CN=C1)=O.C(#N)C>CCOCC>[N-:21]1[CH:20]=[CH:19][N:17]=[CH:16]1.[C:1]([NH:4][CH2:5][CH2:6][C:7]([NH:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]2[N:21]=[C:20]([OH:22])[C:19]([C:23]([OH:25])=[O:24])=[CH:18][N:17]=2)=[CH:12][CH:11]=1)=[O:8])(=[O:3])[CH3:2]

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 6342AcetonitrileHCID 682631,1'-CarbonyldiimidazoleHCID 178474807HCID 178474807, compound

Product 1

HCID 178474808HCID 178474808, compoundYield 185.6%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A suspension of 5.7 g (16.5 mmol) of the above pyrimidine acid, 20 ml of dimethylformamide, and 5.7 g (35.1 mmol) of carbonyldiimidazole is stirred at 50°-60° C. for 30 minutes and 3 hrs at room temperature. Acetonitrile (40 ml) and ether (40 ml) are added and the product filtered, washed with acetonitrile, ether, and dried to give 6.3 g of the title imidazolide.

Workup

  1. filtrationthe product filtered
  2. washwashed with acetonitrile, ether
  3. customdried

Sources & evidence

ORD record
ord-343b2904df6c4bfc8baee8db4441b9a0
Source dataset
uspto-grants-1982_01
Patent number
US04311699

Reaction notes

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