Ammonia → HCID 178513937, compound

HRID 1110964Notes

Reaction equation

HRID 1110964 reaction equation
[N+:1]([C:4]1[NH:5][CH:6]=[C:7]([CH2:9][C:10]([F:16])([F:15])[C:11](OC)=[O:12])[N:8]=1)([O-:3])=[O:2].[NH3:17]>CO>[N+:1]([C:4]1[NH:5][CH:6]=[C:7]([CH2:9][C:10]([F:16])([F:15])[C:11]([NH2:17])=[O:12])[N:8]=1)([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 178501025HCID 178501025, compound

Product 1

HCID 178513937HCID 178513937, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To methyl 3-(2'-nitroimidazolyl)-2,2-difluoropropionate (5.00 g, 21.3 mmol), 10% ammonia solution (80 ml) in methanol was added and stirred for 3 hours at a room temperature. Then, the reaction mixture was concentrated. Methanol (100 ml) was added to the concentrate and throughly stirred. Insoluble fraction was filtered off. The filtrate was concentrated, subjected to silica gel column chromatography and recrystallized from ethanol to obtain 3-(2'-nitroimidazolyl)-2,2-difluoropropionic acid amide (2.57 mg). m.p. 149.5°-151.5° C.

Workup

  1. concentrationThen, the reaction mixture was concentrated
  2. additionMethanol (100 ml) was added to the
  3. concentrationconcentrate
  4. stirringthroughly stirred
  5. filtrationInsoluble fraction was filtered off
  6. concentrationThe filtrate was concentrated
  7. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-1283ebbe0fd340d2949bdc47fa367c3f
Source dataset
uspto-grants-1990_12
Patent number
US04977273

Reaction notes

Loading…