Ammonia → 7-Amino-6-nitrothieno[3,2-b]pyridine

HRID 580537Notes

Reaction equation

HRID 580537 reaction equation
Cl[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][N:5]=[C:4]2[CH:11]=[CH:12][S:13][C:3]=12.[NH3:14]>CC(O)C>[NH2:14][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][N:5]=[C:4]2[CH:11]=[CH:12][S:13][C:3]=12

Participants

4

Reactant 2

HCID 222AmmoniaHCID 142079507-Chloro-6-nitrothieno[3,2-b]pyridine

Product 1

HCID 142079517-Amino-6-nitrothieno[3,2-b]pyridineYield 99%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

To a suspension of 2.55 g of 7-chloro-6-nitrothieno[3,2-b]pyridine 15 in 130 ml of 2-propanol is introduced excess anhydrous ammonia at 45° C. (bath temperature) during 4 hours and the mixture is evaporated in vacuo. The residue is suspended in water, collected by filtration, and then washed with water and ether to give 2.30 g (99%) of Compound 16. An analytical sample is recrystallized from chloroform methanol, affording yellow crystals melting at 266°-268.5° C.

Workup

  1. customthe mixture is evaporated in vacuo
  2. filtrationcollected by filtration
  3. washwashed with water and ether

Sources & evidence

ORD record
ord-64838c113ed242c5b2f9b633a3953048
Source dataset
uspto-grants-1988_06
Patent number
US04753951

Reaction notes

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