Chlorosulfamic acid → HCID 67399742, compound

HRID 711852Notes

Reaction equation

[C:1]([O:4][CH2:5][C:6]([CH2:11][O:12][C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([NH2:19])[C:14]=1[C:20]#[N:21])([CH2:9][CH3:10])[CH2:7][CH3:8])(=[O:3])[CH3:2].[S:22](Cl)(=[O:25])(=[O:24])[NH2:23]>>[C:1]([O:4][CH2:5][C:6]([CH2:11][O:12][C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([NH:19][S:22](=[O:25])(=[O:24])[NH2:23])[C:14]=1[C:20]#[N:21])([CH2:9][CH3:10])[CH2:7][CH3:8])(=[O:3])[CH3:2]

Participants

Reactant 2

HCID 24499Chlorosulfamic acid

HCID 67401612HCID 67401612, compound

Product 1

HCID 67399742HCID 67399742, compoundYield 90%

Procedure

Prepared as in Example 215a from 2-((3-amino-2-cyanophenoxy)methyl)-2-ethylbutyl acetate (Example 232b) and sulfamoyl chloride in 90% yield. 1H NMR (400 MHz, DMSO-d6) δ 0.80 (t, J=7.6 Hz, 6H), 1.37-1.43 (m, 4H), 1.98 (s, 3H), 3.87 (s, 2H), 3.96 (s, 2H), 6.98 (d, J=8.8 Hz, 1H), 7.13 (d, J=8.4 Hz, 1H), 7.25 (s, 2H), 7.54 (t, J=8.4 Hz, 1H), 9.46 (s, 1H).

Sources & evidence

ORD record: ord-0c183c6c22d645149e48a955b2d62edc
Source dataset: uspto-grants-2015_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09181276B2

Reaction notes

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