Ammonia → HCID 14207941, compound

HRID 580529Notes

Reaction equation

HRID 580529 reaction equation
Cl[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][N:5]=[C:4]2[S:11][C:12]([CH3:14])=[CH:13][C:3]=12.[NH3:15]>CC(O)C>[NH2:15][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][N:5]=[C:4]2[S:11][C:12]([CH3:14])=[CH:13][C:3]=12

Participants

4

Reactant 2

HCID 222AmmoniaHCID 14207940HCID 14207940, compound

Product 1

HCID 14207941HCID 14207941, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

To a stirred solution of 1.60 g of 4-chloro-5-nitro-2-methylthieno[2,3-b]pyridine 3 in 50 ml of 2-propanol is introduced excess amount of anhydrous ammonia at 55° C. during 3 hours. The reaction mixture is concentrated in vacuo. The residue is washed with ether and suspended in 7 ml of 1N sodium hydroxide solution with stirring. The resulting crystals are collected by filtration and washed with water and a small amount of ethanol to yield 1.37 g (93%) of Compound 4 as orange crystals melting at 238°-240° C.

Workup

  1. concentrationThe reaction mixture is concentrated in vacuo
  2. washThe residue is washed with ether
  3. filtrationThe resulting crystals are collected by filtration
  4. washwashed with water

Sources & evidence

ORD record
ord-0e399b83fd714db9b0257b43ca6ae095
Source dataset
uspto-grants-1988_06
Patent number
US04753951

Reaction notes

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