Hexane → HCID 20377601, compound

HRID 2052283Notes

Reaction equation

HRID 2052283 reaction equation
Cl[C:2]1[N:11]=[C:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([Cl:18])[CH:8]=2)[N:3]=1.[CH3:19][O:20][CH:21]([O:24][CH3:25])[CH2:22][NH2:23].CCCCCC>CS(C)=O>[Cl:18][C:7]1[CH:8]=[C:9]2[C:4](=[CH:5][CH:6]=1)[N:3]=[C:2]([NH:23][CH2:22][CH:21]([O:24][CH3:25])[O:20][CH3:19])[N:11]=[C:10]2[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

5

Reactant 3

HCID 8058HexaneHCID 89728Aminoacetaldehyde dimethyl acetalHCID 16282212,6-dichloro-4-phenylquinazoline

Product 1

HCID 20377601HCID 20377601, compoundYield 100.4%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

The starting material may be prepared as follows: To a suspension of 5.5 g of 2,6-dichloro-4-phenylquinazoline in 70 ml of dimethylsulfoxide was added 4.2 g of 2,2-dimethoxyethylamine. The mixture was heated at 90°-100° C. for 1.5 hours with stirring. After cooling, the mixture was poured into 400 ml of ice-water. The resulting mixture was stirred with a small quantity of n-hexane, and the precipitate that formed was collected by filtration, washed with water and dried to give 6.9 g of 6-chloro-2-(2,2-dimethoxyethylamino)-4-phenylquinazoline. Recrystallization from ethanol gave yellow needles, m.p. 122.5°-123° C.

Workup

  1. customThe starting material may be prepared
  2. temperatureThe mixture was heated at 90°-100° C. for 1.5 hours
  3. temperatureAfter cooling
  4. customthe precipitate that formed
  5. filtrationwas collected by filtration
  6. washwashed with water
  7. customdried

Sources & evidence

ORD record
ord-6ea10acb8d144ba28b0b502020896aee
Source dataset
uspto-grants-1980_01
Patent number
US04183932

Reaction notes

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