Isatoic Anhydride → N-(cyclopropylmethyl)isatoic anhydride

HRID 716682Notes

Reaction equation

[C:1]12[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=1)[NH:6][C:5](=[O:12])[O:4][C:2]2=[O:3].[H-].[Na+].[CH:15]1([CH2:18]Br)[CH2:17][CH2:16]1>>[CH:15]1([CH2:18][N:6]2[C:5](=[O:12])[O:4][C:2](=[O:3])[C:1]3=[CH:11][CH:10]=[CH:9][CH:8]=[C:7]23)[CH2:17][CH2:16]1

Participants

Reactant 3

HCID 8359Isatoic Anhydride

HCID 24758Sodium hydride

HCID 81503Bromomethylcyclopropane

Product 1

HCID 11672969N-(cyclopropylmethyl)isatoic anhydride

Procedure

Reagents: Isatoic anhydride (4.9 mmols, 0.8 g); Sodium hydride (5.9 mmols, 0.14 g); Cyclopropylmethyl bromide (5.9 mmols, 0.8 g). Yield: 0.53 g (50%), light brown solid, m.p.=122° C.-123° C.

Sources & evidence

ORD record: ord-4bce59b6273d4bfaa8661e80b17ced94
Source dataset: uspto-grants-2015_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09193688B2

Reaction notes

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