sodium thiosulfite anhydrous → HCID 57834985, compound

HRID 730560

Reaction equation

HRID 730560 reaction equation
[CH2:1]([NH:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([O:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:10]=1[N+:23]([O-])=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.S([O-])([O-])=S.[Na+].[Na+]>C(O)C.O>[CH2:1]([NH:8][C:9]1[C:10]([NH2:23])=[C:11]([O:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:12]=[CH:13][CH:14]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 15847209sodium thiosulfite anhydrousHCID 21254743Benzyl-(3-benzyloxy-2-nitro-phenyl)-amine

Product 1

HCID 57834985HCID 57834985, compoundYield 91.5%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A solution of benzyl-(3-benzyloxy-2-nitro-phenyl)-amine (8.116 g, 24.3 mmol) in 500 mL ethanol was added to a solution of sodium thiosulfite (29.0 g, 162.8 g.) in 350 mL water at 100° C. while stirring. The reaction mixture was heated for 30 minutes at this temperature, and then cooled and concentrated in vacuo. The off-white solid which precipitates was filtered and dried overnight under a stream of nitrogen to give 6.77 g (22.24 mmol, 91.5%) of N*1*-Benzyl-3-benzyloxy-benzene-1,2-diamine. MS: 305 (M+H)+.

Workup

  1. temperatureThe reaction mixture was heated for 30 minutes at this temperature
  2. temperaturecooled
  3. concentrationconcentrated in vacuo
  4. customThe off-white solid which precipitates
  5. filtrationwas filtered
  6. customdried overnight under a stream of nitrogen

Sources & evidence

ORD record
ord-846300ffea5c4c9ab6e7796cfe75a9f7
Source dataset
uspto-grants-2009_09
Patent number
US07582760B2

Linked notes

Loading…