Sodium Sulfide → HCID 19370245, compound

HRID 129723Notes

Reaction equation

HRID 129723 reaction equation
[S-2].[Na+].[Na+].[Cl-].[NH4+].[Cl:6][C:7]1[C:8]([O:31][CH3:32])=[CH:9][C:10]2[CH:16]([C:17]3[C:25]4[O:24][CH2:23][CH2:22][C:21]=4[CH:20]=[C:19]([N+:26]([O-])=O)[CH:18]=3)[CH2:15][N:14]([CH3:29])[CH2:13][CH2:12][C:11]=2[CH:30]=1>C(O)CC>[Cl:6][C:7]1[C:8]([O:31][CH3:32])=[CH:9][C:10]2[CH:16]([C:17]3[C:25]4[O:24][CH2:23][CH2:22][C:21]=4[CH:20]=[C:19]([NH2:26])[CH:18]=3)[CH2:15][N:14]([CH3:29])[CH2:13][CH2:12][C:11]=2[CH:30]=1

Participants

5

Reactant 3

HCID 14804Sodium SulfideHCID 25517Ammonium ChlorideHCID 19370235HCID 19370235, compound

Product 1

HCID 19370245HCID 19370245, compound

Reagents, catalysts & solvents 1

HCID 10311-PropanolSolvent

Procedure

A stirred mixture of 2.50 g (0.011 mole) sodium sulfide and 0.60 g (0.011 mole) ammonium chloride in 10 ml n-propanol was warmed to reflux temperature and a solution of 0.44 g (0.0011 mole) 8-chloro-5-(5-nitro-2,3-dihydrobenzofuran-7-yl)-7-methoxy-3-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine was added dropwise and reflux was continued for 16 h. The solvent was removed in vacuo and the residue was redissolved in dichloromethane. The solution was washed with 0.1N NaOH, water and brine. Evaporation yielded 8-chloro-5-(5-amino-2,3-dihydrobenzofuran-7-yl)-7-methoxy-3-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine as a foam.

Workup

  1. temperaturewas warmed
  2. temperatureto reflux temperature
  3. temperaturereflux
  4. customThe solvent was removed in vacuo
  5. dissolutionthe residue was redissolved in dichloromethane
  6. washThe solution was washed with 0.1N NaOH, water and brine
  7. customEvaporation

Sources & evidence

ORD record
ord-6fc02dcb169942d8b5b14fe6ec1e105a
Source dataset
uspto-grants-1995_11
Patent number
US05470850

Reaction notes

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