Water → HCID 12795551, compound

HRID 980187Notes

Reaction equation

HRID 980187 reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][C:5](=[O:8])[NH:6][CH:7]=1.Br[CH2:10][C:11]([C:13]1[CH:18]=[CH:17][C:16]([C:19]#[N:20])=[CH:15][CH:14]=1)=[O:12].O>C(N(CC)CC)C.C(O)C>[Cl:1][C:2]1[CH:3]=[N:4][C:5](=[O:8])[N:6]([CH2:10][C:11]([C:13]2[CH:18]=[CH:17][C:16]([C:19]#[N:20])=[CH:15][CH:14]=2)=[O:12])[CH:7]=1

Participants

6

Reactant 3

HCID 962WaterHCID 986544-(Bromoacetyl)benzonitrileHCID 1085785-Chloro-2(1H)-pyrimidinone

Product 1

HCID 12795551HCID 12795551, compoundYield 45.3%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8471TriethylamineSolvent

Procedure

A suspension of 5-chloropyrimidin-2-one (412 mg) and 2-bromo-4'-cyanoacetophenone (677 mg) in triethylamine (1 ml) and ethanol (20 ml) was stirred at ambient temperature for one hour. Water (100 ml) was added and the collected solid was crystallised from ethyl acetate to give the title pyrimidinone (375 mg,); m.p. 236°-240°; λmaxEtOH 248 nm (ε 26140), 289 nm (ε 2130), λinf 254 (ε 22800).

Workup

  1. customthe collected solid was crystallised from ethyl acetate

Sources & evidence

ORD record
ord-d59fe64291994f588fb1128ec034ca5f
Source dataset
uspto-grants-1987_01
Patent number
US04636509

Reaction notes

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