Thioglycerol → HCID 88627743, compound

HRID 1194922Notes

Reaction equation

HRID 1194922 reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[C:5](/[C:7](=[N:13]/[O:14][CH2:15][C:16]2[C:21]([Cl:22])=[CH:20][CH:19]=[CH:18][C:17]=2[Cl:23])/[C:8]([O:10]CC)=[O:9])[N:6]=1.[OH-].[Na+].[K+].[Br-].SCC(CO)O>C(O)C.CC(C)=O>[NH2:1][C:2]1[S:3][CH:4]=[C:5](/[C:7](=[N:13]/[O:14][CH2:15][C:16]2[C:21]([Cl:22])=[CH:20][CH:19]=[CH:18][C:17]=2[Cl:23])/[C:8]([OH:10])=[O:9])[N:6]=1

Participants

7

Reactant 4

HCID 7291ThioglycerolHCID 14798Sodium HydroxideHCID 253877Potassium BromideHCID 21248888HCID 21248888, compound

Product 1

HCID 88627743HCID 88627743, compoundYield 42.8%

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 702EthanolSolvent

Procedure

Ethyl 2-(2-aminothiazol-4-yl)-(Z)-2-(2,6-dichlorobenzyloxyimino)acetate (4.8 g) was hydrolysed with aqueous sodium hydroxide (1N, 25.6 ml) in ethanol (40 ml), acetone (20 ml) as described in Example 4e to give the title compound (1.9 g), νmax (KBr) 3123 (br), 1610 (br), and 992 cm-1, δH [(CD3)2SO]5.32 (2H, s), 6.81 (1H, s), 7.17 (2H, br s), and 7.44 (3H, m), [Mass spectrum: +ve ion (thioglycerol) MH+ (346)].

Sources & evidence

ORD record
ord-a6880839efec44c8a099e1b323d9741d
Source dataset
uspto-grants-1989_03
Patent number
US04816452

Reaction notes

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