Thionyl Chloride → HCID 14346971, compound

HRID 2352174Notes

Reaction equation

HRID 2352174 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2[CH:12]=[CH:11][N:10]=[C:9]([NH:13][C:14]3[CH:22]=[CH:21][C:17]([C:18](O)=[O:19])=[CH:16][CH:15]=3)[N:8]=2)[CH:2]=1.S(Cl)([Cl:25])=O>>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2[CH:12]=[CH:11][N:10]=[C:9]([NH:13][C:14]3[CH:22]=[CH:21][C:17]([C:18]([Cl:25])=[O:19])=[CH:16][CH:15]=3)[N:8]=2)[CH:2]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 143469704-(4-(Pyridin-3-yl)pyrimidin-2-ylamino)benzoic acid

Product 1

HCID 14346971HCID 14346971, compound

Procedure

A 5.85 g portion of 4-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]benzoic acid in 30 ml of thionyl chloride was refluxed on a steam bath for one hour, then evaporated to dryness. The residue was boiled with dimethoxyethane, then cooled and the solid recovered and washed with ether, giving 6.90 g of 4-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]benzoic acid chloride.

Workup

  1. customevaporated to dryness
  2. temperaturecooled
  3. customthe solid recovered
  4. washwashed with ether

Sources & evidence

ORD record
ord-1006f92095d34e958488342db5f504eb
Source dataset
uspto-grants-1989_10
Patent number
US04876252

Reaction notes

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