Methylamine → HCID 178482355, compound

HRID 971594Notes

Reaction equation

HRID 971594 reaction equation
Cl.[NH2:2][C:3]1[CH2:9][C:8]2[CH:10]=[CH:11][C:12]([Cl:14])=[CH:13][C:7]=2[C:6]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[CH:5][N:4]=1.[CH3:21]N>C(O)C>[Cl:14][C:12]1[CH:11]=[CH:10][C:8]2[CH2:9][C:3]([NH:2][CH3:21])=[N:4][CH:5]=[C:6]([C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=3)[C:7]=2[CH:13]=1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 12942729HCID 12942729, compound

Product 1

HCID 178482355HCID 178482355, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-Amino-7-chloro-5-phenyl-1H-3-benzazepine hydrochloride (8 g; 0.027 mole) [see Example (e)] in 33% w/w methylamine in ethanol (100 ml) was maintained at 40° for 3 days. The solution was then evaporated to dryness and the residual amine was azeotropically removed with toluene. The residue was treated with dry acetone, acidified with a few drops of ethanolic hydrogen chloride, filtered, and washed with acetone to give the title compound as the hydrochloride. Crystallisation of this hydrochloride from absolute ethanol gave a fine white granular powder; m.p. 318°-320°.

Workup

  1. customThe solution was then evaporated to dryness
  2. customthe residual amine was azeotropically removed with toluene
  3. additionThe residue was treated with dry acetone
  4. filtrationfiltered
  5. washwashed with acetone

Sources & evidence

ORD record
ord-e1a8a08bdf7e4472ba987289242cf294
Source dataset
uspto-grants-1979_07
Patent number
US04160766

Reaction notes

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