Benzaldehyde → N6-Benzyl-N2-(3-cyclopropyl-phenyl)-4H-benzo[d][1,3]oxazine-2,6-diamine

HRID 1695686Notes

Reaction equation

HRID 1695686 reaction equation
[CH:1]1([C:4]2[CH:5]=[C:6]([NH:10][C:11]3[O:12][CH2:13][C:14]4[CH:20]=[C:19]([NH2:21])[CH:18]=[CH:17][C:15]=4[N:16]=3)[CH:7]=[CH:8][CH:9]=2)[CH2:3][CH2:2]1.[CH:22](=O)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>>[CH2:22]([NH:21][C:19]1[CH:18]=[CH:17][C:15]2[N:16]=[C:11]([NH:10][C:6]3[CH:7]=[CH:8][CH:9]=[C:4]([CH:1]4[CH2:3][CH2:2]4)[CH:5]=3)[O:12][CH2:13][C:14]=2[CH:20]=1)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

Participants

3

Reactant 2

HCID 240BenzaldehydeHCID 59231769N2-(3-cyclopropyl-phenyl)-4H-benzo[d][1,3]oxazine-2,6-diamine

Product 1

HCID 59231904N6-Benzyl-N2-(3-cyclopropyl-phenyl)-4H-benzo[d][1,3]oxazine-2,6-diamineYield 67%

Procedure

Prepared from N2-(3-cyclopropyl-phenyl)-4H-benzo[d][1,3]oxazine-2,6-diamine (200 mg, 0.72 mmol) and benzaldehyde (68 mg, 0.66 mmol) according to the procedure described for example 88. Obtained the title compound as a white foam (134 mg, 67%), MS (ISP) m/e=370.1 [(M+H)+].

Sources & evidence

ORD record
ord-ab308820c9024557b2bd90ab4acb85a7
Source dataset
uspto-grants-2012_04
Patent number
US08163740B2

Reaction notes

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