Thionyl Chloride → HCID 53863292, compound

HRID 1193782Notes

Reaction equation

HRID 1193782 reaction equation
[Na].[CH3:2][N:3]1[CH2:7][CH2:6][CH:5]([O:8][C:9]2[C:14]([C:15]([O-])=[O:16])=[CH:13][C:12]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[CH:11][N:10]=2)[CH2:4]1.S(Cl)([Cl:26])=O>>[CH3:2][N:3]1[CH2:7][CH2:6][CH:5]([O:8][C:9]2[C:14]([C:15]([Cl:26])=[O:16])=[CH:13][C:12]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[CH:11][N:10]=2)[CH2:4]1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 86741888HCID 86741888, compound

Product 1

HCID 53863292HCID 53863292, compound

Procedure

The crude salt: sodium-2-[(1-methyl-3-pyrrolidinyl)oxy]-5-phenyl-3-pyridinecarboxylate (96 g) prepared in Preparation 55 was mixed with about 400 ml of thionyl chloride and stirred at room temperature for 10 minutes. The unreacted thionyl chloride was evaporated off at 70° C. and the residue was azeotroped with toluene to give the title compound which was used to prepare 2-(2-chloroethyl)-2,3-dihydro-4-methyl-7-phenylpyrido[3,2-f]-1,4-oxazepin-5-(4H)-one midway in preparation of Intermediate 79.

Workup

  1. customThe unreacted thionyl chloride was evaporated off at 70° C.
  2. customthe residue was azeotroped with toluene

Sources & evidence

ORD record
ord-d918014d0f864f12b475e64d68c541b5
Source dataset
uspto-grants-1989_03
Patent number
US04810795

Reaction notes

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