HCID 21914760, compound → HCID 21914703, compound

HRID 2117886Notes

Reaction equation

HRID 2117886 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7](/[CH:10]=[CH:11]/[C:12]2[N:13]=[C:14]([NH:17]C(=O)OCC3C=CC=CC=3)[S:15][CH:16]=2)=[CH:6][CH:5]=1)([O-:3])=[O:2]>Cl>[N+:1]([C:4]1[CH:9]=[CH:8][C:7](/[CH:10]=[CH:11]/[C:12]2[N:13]=[C:14]([NH2:17])[S:15][CH:16]=2)=[CH:6][CH:5]=1)([O-:3])=[O:2]

Participants

3

Reactant 1

HCID 21914760HCID 21914760, compound

Product 1

HCID 21914703HCID 21914703, compoundYield 76.6%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

Benzyl 4-[(E)-2-(4-nitrophenyl)ethenyl]-1,3-thiazol-2-ylcarbamate (2.7 g) prepared in a similar manner according to Step 4 of Production Example 24 and 6N hydrochloric acid (50 ml) were combined. The reaction mixture was refluxed for 3 hours. After cooled to room temperature, the precipitate was filtered in vacuo. The solid was washed with water and acetonitrile to give 4-[(E)-2-(4-nitrophenyl)ethenyl]-1,3-thiazol-2-amine (1.34 g) as a yellow solid.

Workup

  1. temperatureThe reaction mixture was refluxed for 3 hours
  2. filtrationthe precipitate was filtered in vacuo
  3. washThe solid was washed with water and acetonitrile

Sources & evidence

ORD record
ord-d2600a9bfc824081b1946c100201c20a
Source dataset
uspto-grants-2008_10
Patent number
US07442715B2

Reaction notes

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