Ammonia → HCID 19800063, compound

HRID 1646880Notes

Reaction equation

HRID 1646880 reaction equation
Br[C:2]1[C:3]2[CH:13]=[C:12]([F:14])[CH:11]=[CH:10][C:4]=2[S:5][C:6]=1[N+:7]([O-:9])=[O:8].[NH3:15]>COCCO>[NH2:15][C:2]1[C:3]2[CH:13]=[C:12]([F:14])[CH:11]=[CH:10][C:4]=2[S:5][C:6]=1[N+:7]([O-:9])=[O:8]

Participants

4

Reactant 2

HCID 222Ammonia2×HCID 19800071HCID 19800071, compound

Product 1

HCID 19800063HCID 19800063, compound

Reagents, catalysts & solvents 1

HCID 80192-MethoxyethanolSolvent2×

Conditions

Temperature
90 °C

Procedure

A solution of 3-bromo-5-fluoro-2-nitrobenzo[b]thiophene (1.51 g, 5.47 mmol) in 10 ml of 2-methoxyethanol was placed in a steel bomb. 2-Methoxyethanol (15 ml) was saturated with ammonia at 0° C. and the obtained solution was added to the steel bomb. The bomb was sealed, heated to 90° C. for 16 hours and cooled in an ice bath. After ammonia gas was sufficiently released, the reaction mixture was poured onto ice water (250 ml). The precipitate was filtered off, washed with water and dried. Yield 1.06 g (91%) of 3-amino-5-fluoro-2-nitrobenzo[b]thiophene.

Workup

  1. customThe bomb was sealed
  2. temperaturecooled in an ice bath
  3. additionthe reaction mixture was poured onto ice water (250 ml)
  4. filtrationThe precipitate was filtered off
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-b5fa20aa6369404fa1c2e1431e724169
Source dataset
uspto-grants-1993_01
Patent number
US05182279

Reaction notes

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