tert-Butoxy bis(dimethylamino)methane → HCID 86659826, compound

HRID 1846377Notes

Reaction equation

HRID 1846377 reaction equation
C(O[CH:6](N(C)C)[N:7]([CH3:9])[CH3:8])(C)(C)C.[Cl:13][C:14]1[CH:19]=[CH:18][C:17]([N:20]2[C:29](=[O:30])[C:28]3[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=3)[N:22]=[C:21]2[C:31]2[CH:36]=[CH:35][C:34]([CH3:37])=[C:33]([N+:38]([O-:40])=[O:39])[CH:32]=2)=[CH:16][CH:15]=1>CN(C=O)C>[Cl:13][C:14]1[CH:19]=[CH:18][C:17]([N:20]2[C:29](=[O:30])[C:28]3[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=3)[N:22]=[C:21]2[C:31]2[CH:36]=[CH:35][C:34](/[CH:37]=[CH:6]/[N:7]([CH3:9])[CH3:8])=[C:33]([N+:38]([O-:40])=[O:39])[CH:32]=2)=[CH:16][CH:15]=1

Participants

4

Reactant 2

HCID 79885tert-Butoxy bis(dimethylamino)methaneHCID 67454597HCID 67454597, compound

Product 1

HCID 86659826HCID 86659826, compoundYield 100.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
50 °C

Procedure

tert-butoxybis(dimethylamino)methane (0.50 mL, 2.30 mmol) was added to a solution of 3-(4-chlorophenyl)-2-(4-methyl-3-nitrophenyl)quinazolin-4(3H)-one (0.300 g, 0.76 mmol) in DMF (20 mL). Stirring at 50° C. for 3 hours and concentrating in vacuo afforded (E)-3-(4-chlorophenyl)-2-(4-(2-(dimethylamino)vinyl)-3-nitrophenyl)quinazolin-4(3H)-one (0.340 g, 100%).

Workup

  1. concentrationconcentrating in vacuo

Sources & evidence

ORD record
ord-6699dc8ccd5c46cc87a95b038b9c6de9
Source dataset
uspto-grants-2015_02
Patent number
US08952021B2

Reaction notes

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