Anthranilamide → HCID 136038001, compound

HRID 336694Notes

Reaction equation

HRID 336694 reaction equation
[C:1]([NH2:10])(=[O:9])[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[NH2:4].[OH:11][CH2:12][CH2:13][N:14]([CH2:23][CH2:24][OH:25])[C:15]1[CH:22]=[CH:21][C:18]([CH:19]=O)=[CH:17][CH:16]=1.COC1C=C(OC)C=C2C=1C(=O)NC(C1C=CC=CN=1)=N2>>[OH:11][CH2:12][CH2:13][N:14]([CH2:23][CH2:24][OH:25])[C:15]1[CH:22]=[CH:21][C:18]([C:19]2[NH:10][C:1](=[O:9])[C:2]3[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=3)[N:4]=2)=[CH:17][CH:16]=1

Participants

4

Reactant 3

HCID 6942AnthranilamideHCID 128249654-(N,N-Bis(2-hydroxyethyl)amino)benzaldehydeHCID 1360379985,7-dimethoxy-2-(pyridin-2-yl)quinazolin-4(3H)-one

Product 1

HCID 136038001HCID 136038001, compoundYield 42%

Procedure

2-(4-(Bis(2-hydroxyethyl)amino)phenyl)quinazolin-4(3H)-one was synthesized from anthranilamide and 4-[bis-(2-hydroxy-ethyl)-amino]-benzaldehyde, using the method described for 5,7-dimethoxy-2-(pyridin-2-yl)quinazolin-4(3H)-one. 2-(4-(Bis(2-hydroxyethyl)amino)phenyl)quinazolin-4(3H)-one (150 mg, 42%) was isolated as a brown solid. Selected data: MS (m/z): 326.03; MP 228-230° C.

Sources & evidence

ORD record
ord-7ca65bccf0674982875767b3d9a7c5b2
Source dataset
uspto-grants-2014_11
Patent number
US08889698B2

Reaction notes

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