Benzoyl chloride → HCID 86670632, compound

HRID 1626315Notes

Reaction equation

HRID 1626315 reaction equation
[Cl:1][C:2]1[N:7]=[CH:6][N:5]=[C:4]([NH:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[C:3]=1[NH2:15].[C:16](Cl)(=[O:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>CN(C)C(=O)C>[Cl:1][C:2]1[C:3]([NH:15][C:16](=[O:23])[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[C:4]([NH:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[N:5]=[CH:6][N:7]=1

Participants

4

Reactant 2

HCID 7412Benzoyl chlorideHCID 124797426-Chloro-N~4~-phenylpyrimidine-4,5-diamine

Product 1

HCID 86670632HCID 86670632, compoundYield 97.3%

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

6-chloro-N4-phenylpyrimidine-4,5-diamine obtained in step 1 (35 g, 158.6 mmol) was dissolved in N,N-dimethylacetamide (265 ml) at 0° C. Benzoyl chloride (20.5 mL, 174.5 mmol) was added slowly to the resulting solution at 0° C. and warmed to room temperature. The reaction mixture thus obtained was stirred for 4 hours at room temperature and filtered with NaHCO3(aq)/H2O. The collected solid was dried under reduced pressure to obtain the title compound (50.1 g, 97%) as white solid.

Workup

  1. customThe reaction mixture thus obtained
  2. filtrationfiltered with NaHCO3(aq)/H2O
  3. customThe collected solid was dried under reduced pressure

Sources & evidence

ORD record
ord-1f619963c2ac46c3b9eec474ffbaac3c
Source dataset
uspto-grants-2014_07
Patent number
US08785453B2

Reaction notes

Loading…