Hydrochloric Acid → HCID 14896212, compound

HRID 1837281Notes

Reaction equation

HRID 1837281 reaction equation
C([NH:3][C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([C:10]2([C:13]([F:16])([F:15])[F:14])[N:12]=[N:11]2)[CH:5]=1)=O.Cl.[OH-].[Na+]>CO>[F:16][C:13]([F:14])([F:15])[C:10]1([C:6]2[CH:5]=[C:4]([CH:9]=[CH:8][CH:7]=2)[NH2:3])[N:11]=[N:12]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 14896211N-{3-[3-(Trifluoromethyl)-3H-diaziren-3-yl]phenyl}formamide

Product 1

HCID 14896212HCID 14896212, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
0 °C

Procedure

N-formyl m-[3-(trifluoromethyl)diazirine-3-yl]aniline (120 mg) is dissolved in 3 ml of methanol. Concentrated HCl (1 ml) is added. The mixture is reacted for 10 min at ambient temperature. The reaction mixture is cooled to 0° C. in an ice bath and neutralised with NaOH (3 ml, 6N). The aqueous phase is extracted with ethyl ether (5 times 4 ml). The combined organic phase is washed with deionised water (5 ml) and dried over MgSO4. The solvent is evaporated under reduced pressure to give a yellow oil m-[3-(trifluoromethyl)-diazirine-3-yl]aniline.

Workup

  1. customThe mixture is reacted for 10 min at ambient temperature
  2. extractionThe aqueous phase is extracted with ethyl ether (5 times 4 ml)
  3. washThe combined organic phase is washed with deionised water (5 ml)
  4. dry with materialdried over MgSO4
  5. customThe solvent is evaporated under reduced pressure

Sources & evidence

ORD record
ord-cfe358ec772c4cf3a31c5696604a367a
Source dataset
uspto-grants-2004_08
Patent number
US06780980B1

Reaction notes

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