Thiourea → HCID 14233863, compound

HRID 34663Notes

Reaction equation

HRID 34663 reaction equation
Br.Br[CH:3]1[CH2:13][CH2:12][CH2:11][C:6]2=[N:7][CH:8]=[CH:9][CH:10]=[C:5]2[C:4]1=O.[NH2:15][C:16]([NH2:18])=[S:17]>O>[N:15]1[C:4]2[C:5]3[C:6]([CH2:11][CH2:12][CH2:13][C:3]=2[S:17][C:16]=1[NH2:18])=[N:7][CH:8]=[CH:9][CH:10]=3

Participants

4

Reactant 2

HCID 2723790ThioureaHCID 131715688HCID 131715688, compound

Product 1

HCID 14233863HCID 14233863, compoundYield 92.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 6.78 g (21.12 mmol) of 6-bromo-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-5-one, hydrobromide and 1.93 g (25.35 mmol) of thiourea in 100 ml of water is heated on a steam bath for 2 hours. The mixture is filtered hot through a pad of Celite to remove a small amount of insoluble solid. The filtrate is cooled, basified with ammonium hydroxide, and a precipitate is collected. Recrystallization from acetonitrile affords 4.26 g (92.8%) of the title compound as a tan solid; mp 220°-222° C. (dec.).

Workup

  1. filtrationThe mixture is filtered hot through a pad of Celite
  2. customto remove a small amount of insoluble solid
  3. temperatureThe filtrate is cooled
  4. customa precipitate is collected
  5. customRecrystallization from acetonitrile

Sources & evidence

ORD record
ord-c5d6b3531dc14aff8331ffb6c0812bfb
Source dataset
uspto-grants-1988_08
Patent number
US04762843

Reaction notes

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