10,11-Dihydro-10-(4-nitrobenzoyl)dibenz[b,f][1,4]thiazepine → 10,11-Dihydro-10-(4-aminobenzoyl)dibenz[b,f][1,4]thiazepine

HRID 1957624Notes

Reaction equation

HRID 1957624 reaction equation
[N+:1]([C:4]1[CH:26]=[CH:25][C:7]([C:8]([N:10]2[CH2:16][C:15]3[CH:17]=[CH:18][CH:19]=[CH:20][C:14]=3[S:13][C:12]3[CH:21]=[CH:22][CH:23]=[CH:24][C:11]2=3)=[O:9])=[CH:6][CH:5]=1)([O-])=O.[H][H]>CO>[NH2:1][C:4]1[CH:26]=[CH:25][C:7]([C:8]([N:10]2[CH2:16][C:15]3[CH:17]=[CH:18][CH:19]=[CH:20][C:14]=3[S:13][C:12]3[CH:21]=[CH:22][CH:23]=[CH:24][C:11]2=3)=[O:9])=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 5457007210,11-Dihydro-10-(4-nitrobenzoyl)dibenz[b,f][1,4]thiazepineHCID 178418361HCID 178418361, compound

Product 1

HCID 5423000210,11-Dihydro-10-(4-aminobenzoyl)dibenz[b,f][1,4]thiazepineYield 89.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 2.2 g of 10,11-dihydro-10-(4-nitrobenzoyl)dibenz[b,f][1,4]thiazepine in 150 ml of methanol is shaken in a Parr hydrogenator under 50 pounds per square inch of hydrogen for 72 hours. The mixture is filtered through diatomaceous earth and the filtrate evaporated in vacuo. The residue is recrystallized from chloroform-hexane to give 1.8 g of crystals, m.p. 52°-55° C.

Workup

  1. filtrationThe mixture is filtered through diatomaceous earth
  2. customthe filtrate evaporated in vacuo
  3. customThe residue is recrystallized from chloroform-hexane

Sources & evidence

ORD record
ord-f6c8a95be1bf4170ac9b2bbc86bea69c
Source dataset
uspto-grants-1998_07
Patent number
US05786353

Reaction notes

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