[5-Nitro-2-(phenylsulfanyl)phenyl]acetic acid → HCID 12362917, compound

HRID 435680Notes

Reaction equation

HRID 435680 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH2:17][C:18]([OH:20])=O)[C:7]([S:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[CH:8][CH:9]=1)([O-:3])=[O:2]>O>[N+:1]([C:4]1[CH:9]=[CH:8][C:7]2[S:10][C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][C:16]=3[C:18](=[O:20])[CH2:17][C:6]=2[CH:5]=1)([O-:3])=[O:2]

Participants

3

Reactant 1

HCID 12362916[5-Nitro-2-(phenylsulfanyl)phenyl]acetic acid

Product 1

HCID 12362917HCID 12362917, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

78.4 g of 3-nitro-6-(phenylthio)-phenylacetic acid and 400 g of polyphosphoric acid are held at 105°-110° C for 90 minutes with stirring. The mixture is subsequently diluted with ice and water and extracted with benzene. The organic phase is washed successively with water and aqueous sodium bicarbonate solution, dried over magnesium sulphate and evaporated under reduced pressure. There is obtained 10,11-dihydro-2-nitro-dibenzo[b,f]thiepin-10-one of melting point 171°-172° C.

Workup

  1. extractionextracted with benzene
  2. washThe organic phase is washed successively with water and aqueous sodium bicarbonate solution
  3. dry with materialdried over magnesium sulphate
  4. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-fc34589262c24cb1ac2e9dbfb0b01634
Source dataset
uspto-grants-1977_02
Patent number
US04006144

Reaction notes

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