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 1288935Notes

Reaction equation

HRID 1288935 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-a0c1657cc55743ccae2dd14dec115d08
Source dataset
uspto-grants-1998_05
Patent number
US05747487

Reaction notes

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