Hydrochloric Acid → HCID 15676519, compound

HRID 1656686Notes

Reaction equation

HRID 1656686 reaction equation
[C:1]1([C:7]2[S:8][C:9]3[C:15]([CH:16]=O)=[CH:14][CH:13]=[CH:12][C:10]=3[N:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:18]/[C:19](/[CH3:25])=[CH:20]\[C:21]([O:23][CH3:24])=[O:22].Cl.[CH3:27][OH:28]>>[CH3:25][C:19]1[NH:18][C:19]2[CH2:27][O:28][C:21](=[O:22])[C:20]=2[CH:16]([C:15]2[C:9]3[S:8][C:7]([C:1]4[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=4)=[N:11][C:10]=3[CH:12]=[CH:13][CH:14]=2)[C:20]=1[C:21]([O:23][CH3:24])=[O:22]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 643918Methyl 3-aminocrotonateHCID 15676493HCID 15676493, compound

Product 1

HCID 15676519HCID 15676519, compoundYield 30%

Procedure

10 mmol of 2-phenyl-benzothiazole-7-carboxaldehyde, 10 mmol of 4-acetoxyacetoacetic ester and 10 mmol of methyl 3-aminocrotonate are boiled in 20 ml of methanol overnight, then 6 ml of dilute hydrochloric acid are added and the mixture is boiled for 30 minutes. It is concentrated and purified on a silica gel column (cyclohexane/ethyl acetate=1:1). Yield: 30% M.p.: 275° C.

Workup

  1. concentrationIt is concentrated
  2. custompurified on a silica gel column (cyclohexane/ethyl acetate=1:1)

Sources & evidence

ORD record
ord-eda8aac2d2cd46bcb4bd20ea374ced2d
Source dataset
uspto-grants-1993_10
Patent number
US05254692

Reaction notes

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