1-Naphthalenesulfonyl chloride → HCID 10177549, compound

HRID 1435668Notes

Reaction equation

HRID 1435668 reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[C:5]([CH2:7][C:8]([O:10][CH2:11][CH3:12])=[O:9])[N:6]=1.[C:13]1([S:23](Cl)(=[O:25])=[O:24])[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH:16]=[CH:15][CH:14]=1>>[C:13]1([S:23]([NH:1][C:2]2[S:3][CH:4]=[C:5]([CH2:7][C:8]([O:10][CH2:11][CH3:12])=[O:9])[N:6]=2)(=[O:25])=[O:24])[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH:16]=[CH:15][CH:14]=1

Participants

3

Reactant 2

HCID 665601-Naphthalenesulfonyl chlorideHCID 1044544-Thiazoleacetic acid, 2-amino-, ethyl ester

Product 1

HCID 10177549HCID 10177549, compound

Procedure

The title compound was prepared from ethyl 2-amino-4-thiazolylacetate and 1-naphthylsulfonyl chloride according to METHOD A, giving a crude product that was purified by flash column chromatography on silica gel eluting with 2% methanol in DCM. This gave the pure title compound (3.93 g, 89%). MS (Ionspray, [M+H]+) m/z 376; Anal. Calcd. (found) for C17H16N2O4S2: C, 54.2 (54.02)%; H, 4.3 (3.9)%; N, 7.4 (7.1)%.

Workup

  1. customgiving a crude product that

Sources & evidence

ORD record
ord-5b6feac3e5314629bc1e149561422c64
Source dataset
uspto-grants-2009_11
Patent number
US07618961B2

Reaction notes

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