Benzene → HCID 20143103, compound

HRID 649317Notes

Reaction equation

HRID 649317 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([O:20][CH3:21])[C:13](=[O:14])[N:12]([CH3:15])[C:11]3[CH:16]=[CH:17][CH:18]=[CH:19][C:10]=3[S:9]2)=[CH:4][CH:3]=1.C1C=CC=CC=1.Cl.[C:29](OC(=O)C)(=[O:31])[CH3:30]>N1C=CC=CC=1>[C:29]([O:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2([O:20][CH3:21])[C:13](=[O:14])[N:12]([CH3:15])[C:11]3[CH:16]=[CH:17][CH:18]=[CH:19][C:10]=3[S:9]2)=[CH:6][CH:7]=1)(=[O:31])[CH3:30]

Participants

6

Reactant 4

HCID 241BenzeneHCID 313Hydrochloric AcidHCID 7918Acetic AnhydrideHCID 20143006HCID 20143006, compound

Product 1

HCID 20143103HCID 20143103, compoundYield 52.7%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

3,4-Dihydro-2-(4-hydroxyphenyl)-2-methoxy-4-methyl-3-oxo-2H-1,4-benzothiazine (0.2 g, compound No. 5) is dissolved in a mixture of acetic anhydride (2 ml) and pyridine (5 ml). The mixture is standed for 3 hours at room temperature, and then poured into a mixture of benzene and dilute hydrochloric acid. The organic layer is washed with water, dried over anhydrous sodium sulfate and concentrated in vacuo. The separated crystals are collected by filtration to give 0.1 g (52.7%) of the titled compound.

Workup

  1. washThe organic layer is washed with water
  2. dry with materialdried over anhydrous sodium sulfate
  3. concentrationconcentrated in vacuo
  4. filtrationThe separated crystals are collected by filtration

Sources & evidence

ORD record
ord-485b87750ef74831bbb1f66fd7e8f4e9
Source dataset
uspto-grants-1988_04
Patent number
US04739050

Reaction notes

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