Hydrochloric Acid → HCID 13252412, compound

HRID 1702121Notes

Reaction equation

HRID 1702121 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:16](=N)[C:15]3([OH:18])[CH:10]([CH2:11][CH2:12][CH2:13][CH2:14]3)[C:9]2=[S:19])=[C:4]([F:20])[CH:3]=1.Cl.[OH2:22]>C(O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:16](=[O:22])[C:15]3([OH:18])[CH:10]([CH2:11][CH2:12][CH2:13][CH2:14]3)[C:9]2=[S:19])=[C:4]([F:20])[CH:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 20504106HCID 20504106, compound

Product 1

HCID 13252412HCID 13252412, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In 220 ml of ethanol was suspended 25.0 g of 2-(4-chloro-2-fluorophenyl)-3a-hydroxy-3-imino-octahydroisoindol-1-thione and 20 ml of concentrated hydrochloric acid was added to the suspension, followed by stirring at 50° to 60° C. for several minutes. After cooling, 200 ml of water was added to the mixture, and the resulting crystals were collected by filtration, washed with 50% ethanol and dried, thereby producing 20.8 g (yield of 83%) of the subject compound. Recrystallization from ethanol yielded slightly yellow crystals, m.p. 156°-157° C.

Workup

  1. additionwas added to the suspension
  2. temperatureAfter cooling
  3. filtrationthe resulting crystals were collected by filtration
  4. washwashed with 50% ethanol
  5. customdried

Sources & evidence

ORD record
ord-ac96d66f50e9494b94c4450b8199846b
Source dataset
uspto-grants-1983_04
Patent number
US04380466

Reaction notes

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