Sodium hydride → HCID 53240982, compound

HRID 1475967Notes

Reaction equation

[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[S:11](Cl)(=[O:13])=[O:12])(=[O:4])=[O:3].[H-].[Na+].[CH3:17][CH:18]([CH3:30])[C:19]([O:21][NH:22][C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])=[O:20]>>[CH3:17][CH:18]([CH3:30])[C:19]([O:21][N:22]([S:11]([C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=1[S:2]([CH3:1])(=[O:4])=[O:3])(=[O:13])=[O:12])[C:23](=[O:24])[O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:20]

Participants

Reactant 3

HCID 24758Sodium hydride

HCID 27351782-Methanesulfonylbenzene-1-sulfonyl chloride

HCID 57211324HCID 57211324, compound

Product 1

HCID 53240982HCID 53240982, compound

Procedure

tert-Butyl [(2-methylpropanoyl)oxy]{[2-(methylsulfonyl)phenyl]sulfonyl}carbamate (45) is prepared from 2-methylsulfonylbenzenesulfonyl chloride, sodium hydride and [(tert-butoxy)carbonyl]amino 2-methylpropanoate according to Scheme 2. (1.2 g, 72%), 1H NMR (250 MHz, DMSO-d6) δ ppm 8.18-8.34 (2H, m), 8.00-8.14 (2H, m), 3.46 (3H, s), 2.86 (1 H, sept, 7.1 Hz), 1.29 (9H, s), 1.21 (6H, d, 7.0 Hz).

Sources & evidence

ORD record: ord-7c866564e687405b83874dd3a38cbd2a
Source dataset: uspto-grants-2015_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09018411B2

Reaction notes

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