Methanamine, hydrochloride (1:1) → HCID 13770128, compound

HRID 622087Notes

Reaction equation

HRID 622087 reaction equation
CC1O[C:4]2([N:25]3[CH2:30][CH2:29]OC[CH2:26]3)[CH:9]([CH:10]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=3[C:21]([F:24])([F:23])[F:22])[C:11]=1[N+:12]([O-:14])=[O:13])[CH2:8][CH2:7][CH2:6][CH2:5]2.[Cl-].C[NH3+]>C(O)C>[CH3:26][N:25]1[C:4]2[CH2:5][CH2:6][CH2:7][CH2:8][C:9]=2[CH:10]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[C:21]([F:22])([F:23])[F:24])[C:11]([N+:12]([O-:14])=[O:13])=[C:30]1[CH3:29]

Participants

4

Reactant 2

HCID 11637Methanamine, hydrochloride (1:1)HCID 13770134HCID 13770134, compound

Product 1

HCID 13770128HCID 13770128, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2 g (4.7 mmol) of 2-methyl-8a-morpholino-3-nitro-4-(2-trifluoromethylphenyl)-4a,5,6,7,8,8a-hexahydro-4H-chromene are heated at the reflux temperature in 15 ml of ethanol with 2 g of methylammonium chloride for 6 hours. After cooling, the salts are filtered off with suction, the solution is evaporated, the residue is taken up in chloroform and the mixture is washed with water. The organic phase is dried and concentrated and the residue is chromatographed on silica gel with chloroform with 1% of methanol. Intensely yellow crystals are obtained from ethanol.

Workup

  1. temperatureAfter cooling
  2. filtrationthe salts are filtered off with suction
  3. customthe solution is evaporated
  4. washthe mixture is washed with water
  5. customThe organic phase is dried
  6. concentrationconcentrated
  7. customthe residue is chromatographed on silica gel with chloroform with 1% of methanol
  8. customIntensely yellow crystals are obtained from ethanol

Sources & evidence

ORD record
ord-75cff03e37a54438ac6cedfbf90b27af
Source dataset
uspto-grants-1988_09
Patent number
US04769375

Reaction notes

Loading…