Hydrochloric Acid → 3-(2-Fluorophenyl)-1,3-dihydro-2H-imidazo[4,5-b]pyridine-2-thione

HRID 614346Notes

Reaction equation

HRID 614346 reaction equation
Cl.[NH2:2][C:3]1[C:4]([NH:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[F:16])=[N:5][CH:6]=[CH:7][CH:8]=1.Cl.[C:18](Cl)(Cl)=[S:19]>>[F:16][C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=1[N:9]1[C:4]2=[N:5][CH:6]=[CH:7][CH:8]=[C:3]2[NH:2][C:18]1=[S:19]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 10040ThiophosgeneHCID 21329317HCID 21329317, compound

Product 1

HCID 213293233-(2-Fluorophenyl)-1,3-dihydro-2H-imidazo[4,5-b]pyridine-2-thione

Procedure

3-Amino-2-(2-fluoroanilino)pyridine hydrochloride (3 g.) is dissolved in 25 ml. of 2.5 N hydrochloric acid and treated with 2 ml. of thiophosgene. After stirring 3 hours the mixture is clarified by filtration, and the filtrate is neutralized with ammonium hydroxide. The product separates and is recrystallized from methanol to give 1,3-dihydro-3-(2-fluorophenyl)imidazo[4,5-b]pyridin-2-thione.

Workup

  1. filtrationis clarified by filtration
  2. customThe product separates and is recrystallized from methanol

Sources & evidence

ORD record
ord-063c63f509c647879090c0d381ffea5e
Source dataset
uspto-grants-1979_03
Patent number
US04144341

Reaction notes

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