Chlorosuccinimide → HCID 86704355, compound

HRID 515135Notes

Reaction equation

HRID 515135 reaction equation
[CH:1]1([NH:4][C:5]2[S:9][C:8]([C:10]3[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=3)=[N:7][CH:6]=2)[CH2:3][CH2:2]1.[Cl:16]N1C(=O)CCC1=O>C(#N)C>[Cl:16][C:6]1[N:7]=[C:8]([C:10]2[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=2)[S:9][C:5]=1[NH:4][CH:1]1[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 31398ChlorosuccinimideHCID 86704354HCID 86704354, compound

Product 1

HCID 86704355HCID 86704355, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of N-cyclopropyl-2-(pyridin-3-yl)thiazol-5-amine (1.00 g, 4.60 mmol) in acetonitrile (2 mL) was added 1-chloropyrrolidine-2,5-dione (645 mg, 4.83 mmol) and the mixture stirred at 0° C. for 1 h. The mixture was filtered and the filtrate was treated with excess HCl (4M in dioxane) to give 4-chloro-N-cyclopropyl-2-(pyridin-3-yl)thiazol-5-amine as a brown solid: mp 56-60° C.

Workup

  1. filtrationThe mixture was filtered
  2. additionthe filtrate was treated with excess HCl (4M in dioxane)

Sources & evidence

ORD record
ord-f13d56a835754a4c93ad8776139e74a0
Source dataset
uspto-grants-2015_08
Patent number
US09108952B2

Reaction notes

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