Diglyme → HCID 11529553, compound

HRID 1364391Notes

Reaction equation

HRID 1364391 reaction equation
[NH2:1][C:2]1[CH:9]=[CH:8][CH:7]=C[C:3]=1[C:4]#[N:5].[ClH:10].Cl[C:12]([NH2:14])=[NH:13].CO[CH2:17][CH2:18][O:19][CH2:20][CH2:21]OC>O>[Cl:10][C:2]1[CH:3]=[CH:4][C:18]([O:19][CH2:20][C:21]2[CH:7]=[CH:8][CH:9]=[C:2]3[C:3]=2[C:4]([NH2:5])=[N:13][C:12]([NH2:14])=[N:1]3)=[CH:17][CH:9]=1

Participants

5

Reactant 3

HCID 8150DiglymeHCID 729132-AminobenzonitrileHCID 3084509Chloroformamidinium chloride

Product 1

HCID 11529553HCID 11529553, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The previous aminobenzonitrile (40.0 mg; 0.15 mmol) and chloroformamidine hydrochloride (18.0 mg; 0.16 mmol) were heated at 140° C. in diglyme for 3 hours. The reaction mixture was diluted with water, stirred for 2 hours, filtered, washed with water and dried. Purification by silica gel chromatography (5-10% methanol in dichloromethane) to yield 14 milligrams of 5-(4-chlorophenoxymethyl)quinazoline-2,4-diamine.

Workup

  1. filtrationfiltered
  2. washwashed with water
  3. customdried
  4. customPurification by silica gel chromatography (5-10% methanol in dichloromethane)

Sources & evidence

ORD record
ord-be5a3f7204824fe29e7655703a76904f
Source dataset
uspto-grants-2011_02
Patent number
US07888366B2

Reaction notes

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