Hydrochloric Acid → HCID 13472266, compound

HRID 483059Notes

Reaction equation

HRID 483059 reaction equation
[N+:1]([C:4]1[C:12]2[CH2:11][S:10][C:9](=[O:13])[C:8]=2[CH:7]=[CH:6][CH:5]=1)([O-])=O.[ClH:14]>>[ClH:14].[O:13]=[C:9]1[C:8]2[CH:7]=[CH:6][CH:5]=[C:4]([NH2:1])[C:12]=2[CH2:11][S:10]1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 13472264HCID 13472264, compound

Product 1

HCID 13472266HCID 13472266, compound

Procedure

4-Nitrobenzo[c]thiophene-1(3H)-one (38.1 g) was added portionwise to a solution of 146.0 g of stannous chloride dihydrate in 325 ml concentrated hydrochloric acid. A slow exotherm from 18° to 42° occurred and the reaction mixture was maintained at 40°-45° by cooling. When the exotherm subsided, the suspension was stirred while cooling to ambient temperature (3.5 hours). The solid was collected, washed with a small volume of cold concentrated hydrochloric acid, then dried under nitrogen to give 57.7 g of crude 1,3-dihydro-1-oxobenzo[c]thiophene-4-amine hydrochloride, m.p. 205°(d).

Workup

  1. customfrom 18° to 42°
  2. temperaturethe reaction mixture was maintained at 40°-45°
  3. temperatureby cooling
  4. customThe solid was collected
  5. washwashed with a small volume of cold concentrated hydrochloric acid
  6. customdried under nitrogen

Sources & evidence

ORD record
ord-fbd04b32eeb643f09f973ee822e2510c
Source dataset
uspto-grants-1986_03
Patent number
US04578108

Reaction notes

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