1-Chloro-3-(triphenyl phosphoranylidene)propan-2-one → 3-[4-Chloro-3-(4-chloro-3-oxobut-1-enyl)-phenyl]-2,4-dioxo-1-methyl-6-trifluoromethyl-1,2,3,4-tetrahydropyrimidine

HRID 1978845Notes

Reaction equation

HRID 1978845 reaction equation
[Cl:1][CH2:2][C:3]([CH:5]=P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)=[O:4].[Cl:25][C:26]1[CH:31]=[CH:30][C:29]([N:32]2[C:37](=[O:38])[CH:36]=[C:35]([C:39]([F:42])([F:41])[F:40])[N:34]([CH3:43])[C:33]2=[O:44])=[CH:28][C:27]=1[CH:45]=O>CO>[Cl:25][C:26]1[CH:31]=[CH:30][C:29]([N:32]2[C:37](=[O:38])[CH:36]=[C:35]([C:39]([F:41])([F:42])[F:40])[N:34]([CH3:43])[C:33]2=[O:44])=[CH:28][C:27]=1[CH:45]=[CH:5][C:3](=[O:4])[CH2:2][Cl:1]

Participants

4

Reactant 2

HCID 2870041-Chloro-3-(triphenyl phosphoranylidene)propan-2-oneHCID 212012252-Chloro-5-[3,6-dihydro-2,6-dioxo-3-methyl-4-trifluoromethyl-1(2H)-pyrimidinyl]benzaldehyde

Product 1

HCID 867568583-[4-Chloro-3-(4-chloro-3-oxobut-1-enyl)-phenyl]-2,4-dioxo-1-methyl-6-trifluoromethyl-1,2,3,4-tetrahydropyrimidine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

4.6 g of chloroacetylmethylenetriphenylphosphorane were added to a solution of 3.3 g of 3-[4-chloro-3-formylphenyl]-2,4-dioxo-1-methyl-6-trifluoromethyl-1,2,3,4-tetrahydropyrimidine in 100 ml of methanol, and stirring was carried out for 10 hours at room temperature. The precipitate which had separated out was isolated, washed with petroleum ether and dried.

Workup

  1. customThe precipitate which had separated out
  2. customwas isolated
  3. washwashed with petroleum ether
  4. customdried

Sources & evidence

ORD record
ord-e7001cb0499d4b6fb558d98658883280
Source dataset
uspto-grants-2001_05
Patent number
US06239074B1

Reaction notes

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