Methylamine → HCID 86733884, compound

HRID 1284107Notes

Reaction equation

HRID 1284107 reaction equation
O[CH:2]=[C:3]1[C:12](=[O:13])[C:11]2[C:6](=[CH:7][C:8]([O:16][CH3:17])=[C:9]([O:14][CH3:15])[CH:10]=2)[N:5]([C:18]([O:20][CH2:21][CH3:22])=[O:19])[CH:4]1[CH3:23].[CH3:24][NH2:25]>C1C=CC=CC=1>[CH3:24][NH:25][CH:2]=[C:3]1[C:12](=[O:13])[C:11]2[C:6](=[CH:7][C:8]([O:16][CH3:17])=[C:9]([O:14][CH3:15])[CH:10]=2)[N:5]([C:18]([O:20][CH2:21][CH3:22])=[O:19])[CH:4]1[CH3:23]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 70638946Racemic Ethyl 6,7-Dimethoxy-3-hydroxymethylene-2-methyl-4-oxo-1,2,3,4-tetrahydroquinoline-1-carboxylate

Product 1

HCID 86733884HCID 86733884, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A solution of 3.2 g. of 3-hydroxymethylene-6,7-dimethoxy-2-methyl-4-oxo-1,2,3,4-tetrahydro-1-quinoline carboxylic acid, ethyl ester and 2 g. of methylamine in 30 ml. of benzene is allowed to stir at room temperature overnight. The reaction mixture is concentrated to a foam which is subsequently crystallized twice from ethyl acetate-hexane, 1.95 g., m.p. 154°-156°C. A small sample is again recrystallized from the same solvent system for analysis, m.p. 155°-156°C.

Workup

  1. concentrationThe reaction mixture is concentrated to a foam which
  2. customis subsequently crystallized twice from ethyl acetate-hexane, 1.95 g
  3. customA small sample is again recrystallized from the same solvent system for analysis, m.p. 155°-156°C.

Sources & evidence

ORD record
ord-9387325803a94f2c9036739973f3968a
Source dataset
uspto-grants-1976_08
Patent number
US03978064

Reaction notes

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