Hydrazine → N-[5-(2-Aminoethyl)-1,3-thiazol-2-yl]-N'-(3-fluorophenyl)urea

HRID 1818952Notes

Reaction equation

HRID 1818952 reaction equation
O=C1C2C(=CC=CC=2)C(=O)[N:3]1[CH2:12][CH2:13][C:14]1[S:18][C:17]([NH:19][C:20]([NH:22][C:23]2[CH:28]=[CH:27][CH:26]=[C:25]([F:29])[CH:24]=2)=[O:21])=[N:16][CH:15]=1.NN>C(O)C>[NH2:3][CH2:12][CH2:13][C:14]1[S:18][C:17]([NH:19][C:20]([NH:22][C:23]2[CH:28]=[CH:27][CH:26]=[C:25]([F:29])[CH:24]=2)=[O:21])=[N:16][CH:15]=1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 86603180HCID 86603180, compound

Product 1

HCID 71405756N-[5-(2-Aminoethyl)-1,3-thiazol-2-yl]-N'-(3-fluorophenyl)ureaYield 90.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
65 °C

Procedure

To a suspension of compound 60.1 (2.6 g) in ethanol (64 mL) was added hydrazine (2.0 mL) and the reaction stirred at 65° C. for 4 hours. The solid that formed was filtered off and the filtrate was concentrated to give 1-[5-(2-amino-ethyl)-thiazol-2-yl]-3-(3-fluoro-phenyl)-urea (compound 60.2; 1.6 g) as a yellow solid.

Workup

  1. customThe solid that formed
  2. filtrationwas filtered off
  3. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-eb747b177fcc438e88c85d5283b89665
Source dataset
uspto-grants-2009_10
Patent number
US07601725B2

Reaction notes

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