Methylamine → HCID 178482319, compound

HRID 2083005Notes

Reaction equation

HRID 2083005 reaction equation
[CH3:1][NH2:2].[Cl:3][C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[N:10]=[C:9]([CH2:14]Cl)[N+:8]([O-:16])=[C:7]2[C:17]1[CH:22]=[CH:21][C:20]([OH:23])=[CH:19][CH:18]=1>CO>[Cl:3][C:4]1[CH:13]=[CH:12][C:11]2[N:10]=[C:9]([NH:2][CH3:1])[CH2:14][N+:8]([O-:16])=[C:7]([C:17]3[CH:18]=[CH:19][C:20]([OH:23])=[CH:21][CH:22]=3)[C:6]=2[CH:5]=1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 178526262HCID 178526262, compound

Product 1

HCID 178482319HCID 178482319, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a saturated solution of methylamine in 600 ml of methanol in an ice bath was added 19.2 g (0.60 mole) of 6-chloro-2-chloromethyl-4-(4-hydroxyphenyl) quinazoline 3-oxide. The solution was stirred for 7 hr in an ice bath, and 10 hr at room temperature and then evaporated under reduced pressure. The residue was acidified with dilute acetic acid, stirred with ether and filtered to give 19 g of product. Recrystallization for analysis from ethyl acetate gave colorless plates, mp 278°-279° dec.

Workup

  1. custom10 hr at room temperature and then evaporated under reduced pressure
  2. stirringstirred with ether
  3. filtrationfiltered

Sources & evidence

ORD record
ord-3d5f60ef4e0e4f828f3d0ea243bf3ed7
Source dataset
uspto-grants-1978_04
Patent number
US04083948

Reaction notes

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