Ammonium Chloride → HCID 86700755, compound

HRID 2272547Notes

Reaction equation

HRID 2272547 reaction equation
[CH:1]([C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][C:11]=2[N:13]2[CH:17]=[C:16]([C:18]3[CH:19]=[N:20][CH:21]=[CH:22][CH:23]=3)[N:15]=[CH:14]2)[N:6]([C:24]2[CH:31]=[CH:30][C:27]([C:28]#[N:29])=[CH:26][C:25]=2[N+:32]([O-])=O)[N:5]=1)([CH3:3])[CH3:2].[Cl-].[NH4+]>C1COCC1.CO.O.[Fe]>[NH2:32][C:25]1[CH:26]=[C:27]([CH:30]=[CH:31][C:24]=1[N:6]1[C:7]2[C:12](=[C:11]([N:13]3[CH:17]=[C:16]([C:18]4[CH:19]=[N:20][CH:21]=[CH:22][CH:23]=4)[N:15]=[CH:14]3)[CH:10]=[CH:9][CH:8]=2)[C:4]([CH:1]([CH3:3])[CH3:2])=[N:5]1)[C:28]#[N:29]

Participants

7

Reactant 2

HCID 25517Ammonium ChlorideHCID 86700754HCID 86700754, compound

Product 1

HCID 86700755HCID 86700755, compoundYield 89%

Reagents, catalysts & solvents 4

HCID 23925IronCatalystHCID 887MethanolSolventHCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
80 °C

Procedure

A solution of compound (10a) (470 mg), iron powder (584 mg) and ammonium chloride (470 mg) in THF (3.5 mL), methanol (3.5 mL) and water (3.5 mL) was stirred under heating at 80° C. for 2 hours. After completion of the reaction, the reaction solution was allowed to standing still for cooling, filtered, and the filtrate was concentrated. Water was added to the obtained residue to precipitate a solid, which was collected by filtration and dried to obtain compound (10b) (390 mg, yield 89%) as a milky white solid.

Workup

  1. customAfter completion of the reaction
  2. temperaturefor cooling
  3. filtrationfiltered
  4. concentrationthe filtrate was concentrated
  5. additionWater was added to the obtained residue
  6. customto precipitate a solid, which
  7. filtrationwas collected by filtration
  8. customdried

Sources & evidence

ORD record
ord-25e67698966b41619f797b835c104cd7
Source dataset
uspto-grants-2015_09
Patent number
US09120780B2

Reaction notes

Loading…