Über den mechanismus der sulfurierung von anilin mit schwefelsäure und der umlagerung von anilin-n-sulfosäure

Vrba, Z.; Allan, Z. J.

doi:10.1016/s0040-4039(01)99171-3

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Arns02n3-nhet3+ 931

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2009

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Cited by 9 publications

(2 citation statements)

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“…Thermolysis of N,Ndiphenylsulfamyl azide (96) gave diphenylamine (97, 54%). No intra-(98) or intermolecular (99) substitution products from a hoped for sulfamylnitrene were detected. Photolysis of 96 in methanol did not produce the desired products indicative of sulfamylnitrene generation.…”

Section: Arns02n3-nhet3+ 93mentioning

confidence: 98%

Sulfamic acid and its N-substituted derivatives

Benson¹,

Spillane²

1980

Chem. Rev.

115

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Section: Arns02n3-nhet3+ 93mentioning

confidence: 98%

Sulfamic acid and its N-substituted derivatives

Benson¹,

Spillane²

1980

Chem. Rev.

115

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“…18 Finally the disulfamate aniline-N,N-disulfonic acid, PhN(SO 3 H) 2 has been implicated in the mechanisms of both the sulfonation of aniline in conc. sulfuric acid and the rearrangement of phenylsulfamic acid 19 and in the reduction of nitro compounds with sulfite (Piria reaction). 20 Disulfamates could, since they contain a sulfamate moiety, be sweet compounds and this indicates another possible use.…”

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confidence: 99%

Synthesis and tastant properties of disulfamates. Multisulfamation studies

Spillane

Ryder

Concagh

et al. 2001

J. Chem. Soc., Perkin Trans. 2

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Twenty four disulfamates, one trisulfamate, two tetrasulfamates and two monosulfamates have been made. The disulfamates are of two types: RN(SO 3 Na) 2 (Type A, compounds 1-20) and NaO 3 S(H)NRЈN(H)SO 3 Na (Type B, compounds 21-24) and all except three (which had not been tasted) are new materials. The positions of the -SO 3 Na groups in compounds 21-23 have been established by the use of model compounds (e.g. parent amines, appropriate monosulfamates) and 13 C-NMR. Some multisulfamation synthesis leading to compounds 25-27 has been carried out. Taste data have been obtained for almost all the sulfamates made and the significance of these in relation to structure-taste studies for sulfamate sweeteners is discussed. In particular, the possibility that the entity CHN(R)SO 3 Ϫ might function as a hydrogen source in the Shallenberger-Acree, multicomponent attachment and α-helical protein receptor mechanisms has been examined.

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Rearrangements of Anilines and Their Derivatives

Koblik

2009

Patai's Chemistry of Functional Groups

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Über den mechanismus der sulfurierung von anilin mit schwefelsäure und der umlagerung von anilin-n-sulfosäure

Cited by 9 publications

References 11 publications

Sulfamic acid and its N-substituted derivatives

Sulfamic acid and its N-substituted derivatives

Synthesis and tastant properties of disulfamates. Multisulfamation studies

Rearrangements of Anilines and Their Derivatives

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