2-Methylbenzylamine → HCID 19988722, compound

HRID 973570Notes

Reaction equation

HRID 973570 reaction equation
[Cl:1][C:2]1[N:11]=[C:10](Cl)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.O1CCCC1.[CH3:18][C:19]1[CH:26]=[CH:25][CH:24]=[CH:23][C:20]=1[CH2:21][NH2:22].C([O-])(=O)C.[Na+]>O>[Cl:1][C:2]1[N:11]=[C:10]([NH:22][CH2:21][C:20]2[CH:23]=[CH:24][CH:25]=[CH:26][C:19]=2[CH3:18])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1

Participants

6

Reactant 4

HCID 69932-MethylbenzylamineHCID 8028TetrahydrofuranHCID 2528862,4-DichloroquinazolineHCID 517045Sodium Acetate

Product 1

HCID 19988722HCID 19988722, compoundYield 33.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2,4-Dichloroquinazoline (3.0g 0.015 mol) was stirred in a mixture of water (60 ml), tetrahydrofuran (100 ml), o-methylbenzylamine (1.83 g, 0.015 mol) and sodium acetate (1.38 g, 0.017 mol) for a total of 16 hours. The reaction mixture was evaporated under reduced pressure and crystallised from ethanol to give 2-chloro-4-(2-methylbenzylamino)quinazoline (1.44 g, 30%), m.p. 215°-217°.

Workup

  1. customThe reaction mixture was evaporated under reduced pressure
  2. customcrystallised from ethanol

Sources & evidence

ORD record
ord-d8f5d7758676471bbafcb911c436add7
Source dataset
uspto-grants-1991_11
Patent number
US05064833

Reaction notes

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