Isopropanol → 2-Chloro-4-(3,4-methylenedioxybenzyl)amino-6-cyanoquinazoline

HRID 1900654Notes

Reaction equation

HRID 1900654 reaction equation
C(O)(C)C.[CH2:5]([NH2:15])[C:6]1[CH:14]=[CH:13][C:12]2[O:11][CH2:10][O:9][C:8]=2[CH:7]=1.[Cl:16][C:17]1[N:26]=[C:25](Cl)[C:24]2[C:19](=[CH:20][CH:21]=[C:22]([C:28]#[N:29])[CH:23]=2)[N:18]=1>C(N(CC)CC)C>[Cl:16][C:17]1[N:26]=[C:25]([NH:15][CH2:5][C:6]2[CH:14]=[CH:13][C:12]3[O:11][CH2:10][O:9][C:8]=3[CH:7]=2)[C:24]2[C:19](=[CH:20][CH:21]=[C:22]([C:28]#[N:29])[CH:23]=2)[N:18]=1

Participants

5

Reactant 3

HCID 3776IsopropanolHCID 75799Benzo-1,3-dioxole-5-methylamineHCID 187966702,4-Dichloroquinazoline-6-carbonitrile

Product 1

HCID 211839842-Chloro-4-(3,4-methylenedioxybenzyl)amino-6-cyanoquinazolineYield 79.4%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

35 ml of isopropyl alcohol, 900 mg of triethylamine and 1.35 g of piperonylamine were added to 2 g of 2,4-dichloro-6-cyanoquinazoline. The obtained mixture was heated under reflux for 1.5 hours and hot-filtered to recover a precipitate. Thus, 2.4 g of the title compound was obtained.

Workup

  1. temperatureThe obtained mixture was heated
  2. temperatureunder reflux for 1.5 hours
  3. filtrationhot-filtered
  4. customto recover a precipitate

Sources & evidence

ORD record
ord-f297c731af234410b1c439d3668eb083
Source dataset
uspto-grants-1996_11
Patent number
US05576322

Reaction notes

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