39013-66-6 → HCID 140352840, compound

HRID 1194913Notes

Reaction equation

HRID 1194913 reaction equation
[OH:1]/[N:2]=[C:3](/[C:9](=[O:11])[CH3:10])\[C:4]([O:6][CH2:7][CH3:8])=[O:5].Br[CH:13]1[CH2:17][CH2:16][S:15][CH2:14]1>>[S:15]1[CH2:16][CH2:17][CH:13]([O:1]/[N:2]=[C:3](/[C:9](=[O:11])[CH3:10])\[C:4]([O:6][CH2:7][CH3:8])=[O:5])[CH2:14]1

Participants

3

Reactant 2

HCID 1425424639013-66-6HCID 178472876HCID 178472876, compound

Product 1

HCID 140352840HCID 140352840, compoundYield 68%

Procedure

Ethyl (Z)-2-hydroxyimino-3-oxobutyrate (1.68 g) was treated with 3-bromotetrahydrothiophene as described in Example 4a, method 2, to give the title compound (1.7 g, 68%) as a colourless liquid; [Found M+ 245.0719, C10H15NO4S requires M 245.0722]. νmax (film) 2890, 2940, 1745, 1695, and 1600 cm-1. δH (CDCl3) 1.33 (3H, t), 2.02 (1H, m), 2.41 (3H, s), 2.47 (1H, m), 2.89 (2H, m), 3.13 (2H, m), 4.35 (2H, q), and 5.14 (1H, m). δc (CDCl3) 14.1, 25.2, 28.6, 35.7, 62.0, 88.3, 150.8, 60.7, and 192.6.

Sources & evidence

ORD record
ord-ec7fd49069bc470da81c1004df2f3bfb
Source dataset
uspto-grants-1989_03
Patent number
US04816452

Reaction notes

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