Chlorosulfamic acid → HCID 86657478, compound

HRID 471729Notes

Reaction equation

HRID 471729 reaction equation
[NH2:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([O:10][CH2:11][CH2:12][CH2:13][OH:14])[C:3]=1[C:4]#[N:5].[S:15](Cl)(=[O:18])(=[O:17])[NH2:16]>>[S:15](=[O:18])(=[O:17])([O:14][CH2:13][CH2:12][CH2:11][O:10][C:6]1[CH:7]=[CH:8][CH:9]=[C:2]([NH:1][S:15](=[O:18])(=[O:17])[NH2:16])[C:3]=1[C:4]#[N:5])[NH2:16]

Participants

3

Reactant 2

HCID 24499Chlorosulfamic acidHCID 67399950HCID 67399950, compound

Product 1

HCID 86657478HCID 86657478, compoundYield 30%

Procedure

Prepared as in Example 215a from 2-amino-6-(3-hydroxypropoxy)benzonitrile (Example 238b) and sulfamoyl chloride in 30% yield. 1H NMR (400 MHz, DMSO-d6) δ 2.11-2.14 (m, 2H), 4.16-4.21 (m, 4H), 6.96 (d, J=8.0 Hz, 1H), 7.15 (d, J=7.6 Hz, 1H), 7.26 (s, 2H), 7.49 (s, 2H), 7.56 (t, J=8.4 Hz, 1H), 9.46 (s, 1H).

Sources & evidence

ORD record
ord-d0afad1ae7684b57b774d1d8b1f9c3fa
Source dataset
uspto-grants-2014_01
Patent number
US08633186B2

Reaction notes

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