Acetic Anhydride → 3-Acetylamino-N-methoxy-N-methyl-5-(pentafluorosulfanyl)benzamide

HRID 1258508Notes

Reaction equation

[NH2:1][C:2]1[CH:3]=[C:4]([CH:11]=[C:12]([S:14]([F:19])([F:18])([F:17])([F:16])[F:15])[CH:13]=1)[C:5]([N:7]([O:9][CH3:10])[CH3:8])=[O:6].[C:20](OC(=O)C)(=[O:22])[CH3:21].FC(F)(F)C(OC(=O)C(F)(F)F)=O>>[C:20]([NH:1][C:2]1[CH:3]=[C:4]([CH:11]=[C:12]([S:14]([F:19])([F:15])([F:16])([F:17])[F:18])[CH:13]=1)[C:5]([N:7]([O:9][CH3:10])[CH3:8])=[O:6])(=[O:22])[CH3:21]

Participants

Reactant 3

HCID 7918Acetic Anhydride

HCID 9845Trifluoroacetic anhydride

HCID 580857033-Amino-N-methoxy-N-methyl-5-pentafluorosulfanylbenzamide

Product 1

HCID 581368203-Acetylamino-N-methoxy-N-methyl-5-(pentafluorosulfanyl)benzamide

Procedure

3-Amino-N-methoxy-N-methyl-5-pentafluorosulfanylbenzamide (1.2 g, example 4b) was reacted analogously to example 4c) with acetic anhydride instead of with trifluoroacetic anhydride. 1.3 g of the desired compound were isolated.

Sources & evidence

ORD record: ord-fe519ad68b624a78b9139597ce1becb2
Source dataset: uspto-grants-2013_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08466169B2

Reaction notes

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