Thionyl Chloride → HCID 15344573, compound

HRID 2257446Notes

Reaction equation

HRID 2257446 reaction equation
S(Cl)([Cl:3])=O.O[CH2:6][CH2:7][CH2:8][NH:9][C:10]([C:12]1[C:21]2[O:20][C:19]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)=[C:18]([CH3:28])[C:17](=[O:29])[C:16]=2[CH:15]=[CH:14][CH:13]=1)=[O:11]>C(Cl)(Cl)Cl>[Cl:3][CH2:6][CH2:7][CH2:8][NH:9][C:10]([C:12]1[C:21]2[O:20][C:19]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)=[C:18]([CH3:28])[C:17](=[O:29])[C:16]=2[CH:15]=[CH:14][CH:13]=1)=[O:11]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 15344572HCID 15344572, compound

Product 1

HCID 15344573HCID 15344573, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

A solution of 1.1 ml of thionyl chloride in 2 ml of chloroform was added to a boiling solution of 3.37 g of 8-(3-hydroxypropylcarbamoyl)-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran, prepared as described in U.S. Pat. No. 2,921,070 and in the U.S. Pat. No. 5,403,842, and the applications referred to above, in 20 ml of chloroform. After stirring for 90 minutes under refulx, the solvent was removed in vacuo and the residue was crystallized from acetonitrile to give 3 g of pure (B), m.p. (188) 193°-194° C., as described in U.S. Pat. No. 5,403,842.

Workup

  1. customprepared
  2. customthe solvent was removed in vacuo
  3. customthe residue was crystallized from acetonitrile

Sources & evidence

ORD record
ord-4a43a66e64a44780997547de605eeb3b
Source dataset
uspto-grants-1997_08
Patent number
US05658587

Reaction notes

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