Aminoacetaldehyde dimethyl acetal → HCID 178495880, compound

HRID 2052286Notes

Reaction equation

HRID 2052286 reaction equation
Cl[C:2]1[N:11]([CH3:12])[CH:10]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([Cl:19])[CH:8]=2)[N:3]=1.[CH3:20][O:21][CH:22]([O:25][CH3:26])[CH2:23][NH2:24]>>[Cl:19][C:7]1[CH:8]=[C:9]2[C:4](=[CH:5][CH:6]=1)[N:3]=[C:2]([NH:24][CH2:23][CH:22]([O:25][CH3:26])[O:21][CH3:20])[N:11]([CH3:12])[CH:10]2[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

3

Reactant 2

HCID 89728Aminoacetaldehyde dimethyl acetalHCID 20377605HCID 20377605, compound

Product 1

HCID 178495880HCID 178495880, compound

Procedure

The starting material may be prepared as follows: A mixture of 3.0 g of 2,6-dichloro-3,4-dihydro-3-methyl-4-phenylquinazoline and 15 ml of 2,2-dimethoxyethylamine was heated at 100°-110° C. for 1 hour. The mixture was poured into ice-water and the resulting mixture was extracted with ether. The ether layer was washed with water, dried over anhydrous sodium sulfate, and concentrated to dryness. The residual oil was crystallized from isopropyl ether-hexane to give 2.0 g of 6-chloro-3,4-dihydro-2-(2,2-dimethoxyethylamino)-3-methyl-4-phenylquinazoline as colorless needles, m.p. 104.5°-105° C.

Workup

  1. customThe starting material may be prepared
  2. temperaturewas heated at 100°-110° C. for 1 hour
  3. extractionthe resulting mixture was extracted with ether
  4. washThe ether layer was washed with water
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated to dryness
  7. customThe residual oil was crystallized from isopropyl ether-hexane

Sources & evidence

ORD record
ord-86a6c8e4ebfa4f6b86e9ab75f8e6d554
Source dataset
uspto-grants-1980_01
Patent number
US04183932

Reaction notes

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