Phosphorus oxychloride → 2-Chloro-4-(5-chloro-thiophen-2-yl)-6-trifluoromethyl-pyrimidine

HRID 1962891Notes

Reaction equation

[Cl:1][C:2]1[S:6][C:5]([C:7]2[CH:12]=[C:11]([C:13]([F:16])([F:15])[F:14])[NH:10][C:9](=O)[N:8]=2)=[CH:4][CH:3]=1.O=P(Cl)(Cl)[Cl:20]>>[Cl:20][C:9]1[N:8]=[C:7]([C:5]2[S:6][C:2]([Cl:1])=[CH:3][CH:4]=2)[CH:12]=[C:11]([C:13]([F:16])([F:15])[F:14])[N:10]=1

Participants

Reactant 2

HCID 24813Phosphorus oxychloride

HCID 673933584-(5-Chloro-thiophen-2-yl)-6-trifluoromethyl-1h-pyrimidin-2-one

Product 1

HCID 866246272-Chloro-4-(5-chloro-thiophen-2-yl)-6-trifluoromethyl-pyrimidine

Procedure

The title compound was prepared from 4-(5-chloro-thiophen-2-yl)-6-trifluoromethyl-1H-pyrimidin-2-one (10.0 g, 35.6 mmol) and phosphoroxychloride (50 ml) according to the general procedure I. Obtained as a brown oil (10.4 g, 98%). MS (EI) 298.0, 299.9 [(M)+].

Sources & evidence

ORD record: ord-24c2e0bbbf464776a9e97fe23467ad23
Source dataset: uspto-grants-2013_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08415380B2

Reaction notes

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