Thiosemicarbazide → 4-(3,4-Dichlorophenyl)-2-hydrazinylthiazole

HRID 2380754

Reaction equation

HRID 2380754 reaction equation
[NH2:1][NH:2][C:3]([NH2:5])=[S:4].[Cl:6][C:7]1[CH:8]=[C:9]([CH2:14][C:15](Br)=O)[CH:10]=[CH:11][C:12]=1[Cl:13]>O1CCOCC1>[Cl:6][C:7]1[CH:8]=[C:9]([C:14]2[N:5]=[C:3]([NH:2][NH2:1])[S:4][CH:15]=2)[CH:10]=[CH:11][C:12]=1[Cl:13]

Participants

4

Reactant 2

HCID 2723789ThiosemicarbazideHCID 866423703,4-Dichlorophenylacetyl bromide

Product 1

HCID 71740714-(3,4-Dichlorophenyl)-2-hydrazinylthiazole

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of a thiosemicarbazide (10 mmol, 0.91 g) and 3,4-dichlorophenylacetyl bromide (10 mmol, 2.68 g) in dioxane (20 mL) was stirred at room temperature for 16 h. The precipitate of hydrobromide salt was filtered and washed with dioxane (3×10 mL), then basified with 2N Na2CO3 (20 mL). The product was filtered, washed with water and dried (2.08 g, 80%). The product was generally satisfactory for further reaction.

Workup

  1. filtrationThe precipitate of hydrobromide salt was filtered
  2. washwashed with dioxane (3×10 mL)
  3. filtrationThe product was filtered
  4. washwashed with water
  5. customdried (2.08 g, 80%)
  6. customThe product was generally satisfactory for further reaction

Sources & evidence

ORD record
ord-fafdaf905cb64141b0acd6ca0cc5b18e
Source dataset
uspto-grants-2012_09
Patent number
US08257931B2

Linked notes

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