Sodium hydride → HCID 53241283, compound

HRID 1475981Notes

Reaction equation

HRID 1475981 reaction equation
[Cl:1][C:2]1[S:6][C:5]([S:7](Cl)(=[O:9])=[O:8])=[CH:4][CH:3]=1.[H-].[Na+].[CH3:13][CH:14]([CH3:26])[C:15]([O:17][NH:18][C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])=[O:16]>>[CH3:13][CH:14]([CH3:26])[C:15]([O:17][N:18]([C:19]([O:21][C:22]([CH3:23])([CH3:25])[CH3:24])=[O:20])[S:7]([C:5]1[S:6][C:2]([Cl:1])=[CH:3][CH:4]=1)(=[O:9])=[O:8])=[O:16]

Participants

4

Reactant 3

HCID 24758Sodium hydrideHCID 27339255-Chlorothiophene-2-sulfonyl chlorideHCID 57211324HCID 57211324, compound

Product 1

HCID 53241283HCID 53241283, compound

Procedure

N-[(tert-Butoxy)carbonyl]-5-chlorothiophene-2-sulfonamido 2-methylpropanoate (73) is synthesised from 5-chlorothiophene sulfonyl chloride, sodium hydride and [(tert-butoxy)carbonyl]amino 2-methylpropanoate according to Scheme 2. (1.7 g, 100%), 1H NMR (500 MHz, CHLOROFORM-d) δ ppm 7.65 (1H, d, 4.1 Hz), 6.99 (1H, d, 4.1 Hz), 2.81 (1H, sept, 7.0 Hz), 1.49 (9H, s), 1.31 (6H, d, 7.0 Hz).

Sources & evidence

ORD record
ord-9ae64be24b0d4d35b5ac2ae4cafc6c00
Source dataset
uspto-grants-2015_04
Patent number
US09018411B2

Reaction notes

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