Phenethylamine → HCID 22768951, compound

HRID 1764621Notes

Reaction equation

HRID 1764621 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([S:8][CH2:9][C:10]([O:12]CC)=O)[CH:5]=[C:4]([CH3:15])[N:3]=1.[C:16]1([CH2:22][CH2:23][NH2:24])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>CO>[NH2:1][C:2]1[N:7]=[C:6]([S:8][CH2:9][C:10]([NH:24][CH2:23][CH2:22][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[O:12])[CH:5]=[C:4]([CH3:15])[N:3]=1

Participants

4

Reactant 2

HCID 1001PhenethylamineHCID 723916HCID 723916, compound

Product 1

HCID 22768951HCID 22768951, compoundYield 76.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 7.50 g (33.0 mmol) of ethyl 2-[(2-amino-6-methylpyrimidin-4-yl)thio]acetate, 4.40 g (36.3 mmol) of 2-phenylethylamine and 25 ml of MeOH was heated at 120° for 18 hrs. in a steel bomb. The reaction mixture was evaporated to a residual solid which yielded crude solid product (7.65 g, 76.7%), m.p. 114°-121° upon trituration with Et2O. The analytically pure sample was obtained after one recrystallization from 2-propanol, m.p. 130°-132° (3.79 g, 38%).

Workup

  1. temperaturewas heated at 120° for 18 hrs
  2. customThe reaction mixture was evaporated to a residual solid which

Sources & evidence

ORD record
ord-c8e21216b4cb41a39471f1d2c09bbec2
Source dataset
uspto-grants-1978_09
Patent number
US04117131

Reaction notes

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