Methyl 4-chloroacetoacetate → HCID 22638599, compound

HRID 2416192Notes

Reaction equation

HRID 2416192 reaction equation
[CH3:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([NH2:8])=[S:7])=[CH:4][N:3]=1.Cl[CH2:12][C:13](=O)[CH2:14][C:15]([O:17][CH3:18])=[O:16]>>[CH3:1][C:2]1[N:3]=[CH:4][C:5]([C:6]2[S:7][CH:12]=[C:13]([CH2:14][C:15]([O:17][CH3:18])=[O:16])[N:8]=2)=[CH:9][CH:10]=1

Participants

3

Reactant 2

HCID 36240Methyl 4-chloroacetoacetateHCID 27460766-methylpyridine-3-carbothioamide

Product 1

HCID 22638599HCID 22638599, compound

Procedure

This material was prepared by the procedure described for Example 24(a) using 6-methyl-thionicotinamide (Maybridge) (1.52 g, 10.0 mmol) and methyl 4-chloroacetoacetate (Fluka) (1.42 g, 10.0 mmol). Chromatography (gradient elution: 10-50% EtOAc in hexanes) of the crude material afforded the title compound as an off-white solid. MS m/z: 249 (M+1). Calc'd for C12H12N2O2S: 248.06.

Workup

  1. customThis material was prepared by the procedure
  2. washChromatography (gradient elution: 10-50% EtOAc in hexanes) of the crude material

Sources & evidence

ORD record
ord-ad1f99a80b2d4e91ad99e2b23f8e8359
Source dataset
uspto-grants-2004_11
Patent number
US06822097B1

Reaction notes

Loading…