Ammonia → HCID 20184634, compound

HRID 2309713Notes

Reaction equation

HRID 2309713 reaction equation
Br[C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([S:8][CH2:9][CH2:10][CH2:11][C:12]([NH2:14])=[O:13])[N:3]=1.[NH3:15]>O>[NH2:15][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([S:8][CH2:9][CH2:10][CH2:11][C:12]([NH2:14])=[O:13])[N:3]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 20184616HCID 20184616, compound

Product 1

HCID 20184634HCID 20184634, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 4-(2-bromopyrid-6-ylthio)butyramide (5 g.) and concentrated aqueous ammonia (25 ml.) was heated in a sealed tube at 180° for 24 hours. The mixture was cooled and diluted with water, and then extracted twice with EtOAc. The combined extracts were extracted twice with N aqueous HCl and the aqueous acid extracts were combined, basified with 10N aqueous NaOH, and extracted with EtOAc. The EtOAc extract was dried and evaporated to dryness to give 4-(2-aminopyrid-6-ylthio)butyramide.

Workup

  1. temperaturewas heated in a sealed tube at 180° for 24 hours
  2. temperatureThe mixture was cooled
  3. extractionextracted twice with EtOAc
  4. extractionThe combined extracts were extracted twice with N aqueous HCl
  5. extractionextracted with EtOAc
  6. extractionThe EtOAc extract
  7. customwas dried
  8. customevaporated to dryness

Sources & evidence

ORD record
ord-44c56472ad9e41b99d39fa716a6886ea
Source dataset
uspto-grants-1987_09
Patent number
US04696933

Reaction notes

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