Veratrylamine → HCID 178471678, compound

HRID 1876025Notes

Reaction equation

HRID 1876025 reaction equation
[CH2:1]([O:3][CH:4]([O:9][CH2:10][CH3:11])[C:5](=[NH:8])OC)[CH3:2].[CH3:12][O:13][C:14]1[CH:15]=[C:16]([CH2:22][NH2:23])[CH:17]=[CH:18][C:19]=1[O:20][CH3:21]>CO>[CH3:12][O:13][C:14]1[CH:15]=[C:16]([CH:17]=[CH:18][C:19]=1[O:20][CH3:21])[CH2:22][NH:23][C:5](=[NH:8])[CH:4]([O:3][CH2:1][CH3:2])[O:9][CH2:10][CH3:11]

Participants

4

Reactant 2

HCID 79832VeratrylamineHCID 17874536Methyl 2,2-diethoxyethanecarboximidate

Product 1

HCID 178471678HCID 178471678, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
70 °C

Procedure

A mixture of methyl 2,2-diethoxyacetimidate (294 mg, 1.824 mmol), (3,4-dimethoxyphenyl)methanamine (312 mg, 1.866 mmol), and MeOH (1.5 mL) was heated with stirring in an oil bath at 70° C. for 2 hrs and allowed to cool to room temperature. The volatile components were removed in vacuo. The residue was carried on without further purification. LCMS RT 0.96 min, MH+=297.2, 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 6.79-6.93 (3H, m), 4.94 (1H, s), 4.41 (2H, s), 3.84-3.90 (6H, m), 3.52-3.70 (4H, m), 1.19-1.28 (6H, m).

Workup

  1. temperaturewas heated
  2. temperatureto cool to room temperature
  3. customThe volatile components were removed in vacuo
  4. customThe residue was carried on without further purification

Sources & evidence

ORD record
ord-5c35ab374c604a55b3c7f9c65aec13f6
Source dataset
uspto-grants-2012_11
Patent number
US08309577B2

Reaction notes

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