Thiophenol → HCID 20143048, compound

HRID 649312Notes

Reaction equation

HRID 649312 reaction equation
[C:1]1([SH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl[C:9]1([C:21]2[CH:26]=[CH:25][C:24]([OH:27])=[CH:23][CH:22]=2)[C:14](=[O:15])[N:13]([CH3:16])[C:12]2[CH:17]=[CH:18][CH:19]=[CH:20][C:11]=2[S:10]1>O1CCCC1>[OH:27][C:24]1[CH:25]=[CH:26][C:21]([C:9]2([S:10][C:11]3[CH:12]=[CH:17][CH:18]=[CH:19][CH:20]=3)[C:14](=[O:15])[N:13]([CH3:16])[C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][C:1]=3[S:7]2)=[CH:22][CH:23]=1

Participants

4

Reactant 2

HCID 7969ThiophenolHCID 20143033HCID 20143033, compound

Product 1

HCID 20143048HCID 20143048, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a stirred solution of thiophenol (6.7 ml) in tetrahydrofuran (15 ml), 2-chloro-3,4-dihydro-2-(4-hydroxyphenyl)-4-methyl-3-oxo-2H-1,4-benzothiazine (4.0 g, compound No. 2) is added. The mixture is stirred for 3 hours at room temperature, and then concentrated in vacuo. The residue is purified by silica gel column chromatography to give 4.5 g (90.0%) of the titled compound.

Workup

  1. addition2) is added
  2. concentrationconcentrated in vacuo
  3. customThe residue is purified by silica gel column chromatography

Sources & evidence

ORD record
ord-7ff4c3b0b02945f4935957dffcf3304a
Source dataset
uspto-grants-1988_04
Patent number
US04739050

Reaction notes

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