Water → HCID 20558417, compound

HRID 1659806Notes

Reaction equation

HRID 1659806 reaction equation
O.[C:2]([CH2:5][NH:6][C:7]1[CH:12]=[C:11]([N+:13]([O-])=O)[CH:10]=[CH:9][C:8]=1[O:16][CH3:17])(=[O:4])[NH2:3]>[Fe].C(O)(=O)C>[C:2]([CH2:5][NH:6][C:7]1[CH:12]=[C:11]([NH2:13])[CH:10]=[CH:9][C:8]=1[O:16][CH3:17])(=[O:4])[NH2:3]

Participants

5

Reactant 2

HCID 962WaterHCID 20558418N~2~-(2-Methoxy-5-nitrophenyl)glycinamide

Product 1

HCID 20558417HCID 20558417, compound

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 176Acetic AcidSolvent

Conditions

Temperature
0 °C

Procedure

Into 180 ml of water one adds 45 g of powdered iron and 15 ml of acetic acid. One brings this mixture under agitation to a temperature of 85° C. then one adds, little by little, 0.2 mol (45 g) of 2-carbamylmethylamino-4-nitro anisole. One maintains the reaction mixture for 10 minutes at 90° C. One adds soda to obtain a pH of 7.5, and then filters it hot. The filtrate is cooled to a temperature of 0° C. The expected product which precipitates is drained, washed with very little water, dried, recrystallized in methylisobutylketone. It melts at 144° C.

Workup

  1. customto a temperature of 85° C.
  2. additionone adds
  3. customfor 10 minutes
  4. customat 90° C
  5. additionOne adds soda
  6. customto obtain a pH of 7.5
  7. customThe expected product which precipitates
  8. washwashed with very little water
  9. customdried
  10. customrecrystallized in methylisobutylketone

Sources & evidence

ORD record
ord-606a8382f01947d58a2d30ad5afc1e66
Source dataset
uspto-grants-1981_12
Patent number
US04305717

Reaction notes

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