m-Chloroperbenzoic acid → HCID 56832611, compound

HRID 711880Notes

Reaction equation

HRID 711880 reaction equation
[CH3:1][S:2][CH2:3][CH2:4][CH2:5][O:6][C:7]1[C:16]2[C:15]([NH2:17])=[N:14][S:13](=[O:19])(=[O:18])[NH:12][C:11]=2[CH:10]=[CH:9][CH:8]=1.C1C=C(Cl)C=C(C(OO)=[O:28])C=1>>[CH3:1][S:2]([CH2:3][CH2:4][CH2:5][O:6][C:7]1[C:16]2[C:15]([NH2:17])=[N:14][S:13](=[O:18])(=[O:19])[NH:12][C:11]=2[CH:10]=[CH:9][CH:8]=1)=[O:28]

Participants

3

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 66747290HCID 66747290, compound

Product 1

HCID 56832611HCID 56832611, compoundYield 90%

Procedure

Prepared as in Example 245 from 5-(3-(methylthio)propoxy)-1H-benzo[c][1,2,6]thiadiazin-4-amine-2,2-dioxide (Example 247) by the reaction with 1.0 equivalent of MCPBA as a white solid in 90% yield. 1H NMR (400 MHz, DMSO-d6) δ 2.18-2.22 (m, 2H), 2.54 (s, 3H), 2.75-2.78 (m, 1H), 2.89-2.93 (m, 1H), 4.26 (t, J=6.4 Hz, 2H), 6.60-6.61 (d, J=8.4 Hz, 1H), 6.73-6.75 (d, J=8.0 Hz, 1H), 7.44 (t, J=8.0 Hz, 1H), 7.83 (s, 1H), 8.30 (s, 1H), 10.92 (s, 1H). MS 318 (MH+).

Sources & evidence

ORD record
ord-2b666a2f4f15409ca7819a59a25db5fc
Source dataset
uspto-grants-2015_11
Patent number
US09181276B2

Reaction notes

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