Acetic Anhydride → HCID 135675009, compound

HRID 1198196Notes

Reaction equation

[OH:1][CH2:2][CH:3]([NH:13][C:14](=[O:38])[C:15]1[CH:20]=[CH:19][C:18]([N:21]([CH2:25][C:26]2[CH:27]=[C:28]3[C:33](=[CH:34][CH:35]=2)[N:32]=[C:31]([CH3:36])[NH:30][C:29]3=[O:37])[CH2:22][C:23]#[CH:24])=[CH:17][CH:16]=1)[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([N+:10]([O-:12])=[O:11])[CH:5]=1.[C:39](OC(=O)C)(=[O:41])[CH3:40]>>[C:39]([O:1][CH2:2][CH:3]([NH:13][C:14](=[O:38])[C:15]1[CH:16]=[CH:17][C:18]([N:21]([CH2:25][C:26]2[CH:27]=[C:28]3[C:33](=[CH:34][CH:35]=2)[N:32]=[C:31]([CH3:36])[NH:30][C:29]3=[O:37])[CH2:22][C:23]#[CH:24])=[CH:19][CH:20]=1)[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([N+:10]([O-:12])=[O:11])[CH:5]=1)(=[O:41])[CH3:40]

Participants

Reactant 2

HCID 7918Acetic Anhydride

HCID 135674987HCID 135674987, compound

Product 1

HCID 135675009HCID 135675009, compoundYield 56%

Procedure

Using an analogous procedure to that described in Example 4, N-[2-hydroxy-1-(3-nitrophenyl)ethyl]-p-[N-(2-methyl-4-oxo-3,4-dihydroquinazolin-6-ylmethyl)-N-(prop-2-ynyl)amino]benzamide was reacted with acetic anhydride to give N-[2-acetoxy-1-(3-nitrophenyl)ethyl]-p-[N-(2-methyl-4-oxo-3,4-dihydroquinazolin-6-ylmethyl)-N-(prop-2-ynyl)amino]benzamide (containing 2 equivalents of water) in 56% yield, m.p. 133°-135° C.

Sources & evidence

ORD record: ord-58be3a8c584c4ced961868b9e2b14038
Source dataset: uspto-grants-1994_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05280027

Reaction notes

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