Methylamine → HCID 22760079, compound

HRID 1703760Notes

Reaction equation

HRID 1703760 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[O:11][CH2:10][CH2:9][N:8]([C:12](=[O:15])[CH2:13]Cl)[CH:7]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[C:6]=2[CH:22]=1.ClC1C=CC2OCC[NH:30][CH:29](C3C=CC=CC=3)C=2C=1.CN>C(Cl)Cl>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[O:11][CH2:10][CH2:9][N:8]([C:12](=[O:15])[CH2:13][NH:30][CH3:29])[CH:7]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[C:6]=2[CH:22]=1

Participants

5

Reactant 3

HCID 6329MethylamineHCID 22759901HCID 22759901, compoundHCID 22759922HCID 22759922, compound

Product 1

HCID 22760079HCID 22760079, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Crude 7-chloro-4-(2-chloroacetyl)-5-phenyl-2,3,4,5-tetrahydro-1,4-benzoxazepine, prepared as described in Example 4a starting with 7-chloro-5-phenyl-2,3,4,5-tetrahydro-1,4-benzoxazepine (1.82 g, 7.0 millimoles), was dissolved in 125 ml CH2Cl2 and the solution was saturated with gaseous monomethylamine. The reaction solution was stoppered and allowed to stand at room temperature for 18 hours, followed by unstoppering and warming on a steam bath for 30 minutes. The resulting CH2Cl2 solution was washed with two portions of saturated NaHCO3, dried over Na2SO4, filtered and rendered free of solvent to afford crude 7-chloro-4-(2-methylaminoacetyl)-5-phenyl-2,3,4,5-tetrahydro-1,4-benzoxazepine as a light viscous oil which was used directly in the next step without further purification.

Workup

  1. temperaturewarming on a steam bath for 30 minutes
  2. washThe resulting CH2Cl2 solution was washed with two portions of saturated NaHCO3
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered

Sources & evidence

ORD record
ord-1e575972f94e4e219c61824913d68429
Source dataset
uspto-grants-1978_11
Patent number
US04125538

Reaction notes

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