Ethanol → HCID 21557426, compound

HRID 1578981Notes

Reaction equation

HRID 1578981 reaction equation
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[C:4]([C:9]2[CH:14]=[CH:13][C:12]([CH3:15])=[CH:11][CH:10]=2)[N:3]=1.[CH3:16][O:17][CH2:18][CH2:19][NH2:20].C(O)C>O>[Cl:8][C:6]1[CH:7]=[C:2]([NH:20][CH2:19][CH2:18][O:17][CH3:16])[N:3]=[C:4]([C:9]2[CH:14]=[CH:13][C:12]([CH3:15])=[CH:11][CH:10]=2)[N:5]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 80182-MethoxyethylamineHCID 12703697HCID 12703697, compound

Product 1

HCID 21557426HCID 21557426, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 7.2 g. of 4,6-dichloro-2-(p-tolyl)pyrimidine and 4.5 g. of β-methoxyethylamine in 35 ml. of absolute ethanol is refluxed for 15 minutes. Pouring of the resulting solution into 700 ml. of water causes separation of a gummy material which solidifies on standing. The crude product weighs 7.3 g. and recrystallization from n-heptane affords 4-chloro-6-[2-(methoxy)ethylamino]-2-(4-tolyl)pyrimidine, 70°-72°C.

Workup

  1. additionPouring of the resulting solution into 700 ml
  2. customseparation of a gummy material which
  3. customand recrystallization from n-heptane

Sources & evidence

ORD record
ord-369adfa0d27d4380afe00fc84d58a920
Source dataset
uspto-grants-1976_02
Patent number
US03940395

Reaction notes

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