Isopropyl isocyanate → 1-(4-Bromopyridin-2-yl)-4-isopropylsemicarbazide

HRID 643679Notes

Reaction equation

HRID 643679 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([NH:8][NH2:9])[CH:3]=1.[CH:10]([N:13]=[C:14]=[O:15])([CH3:12])[CH3:11]>C(Cl)Cl>[Br:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([NH:8][NH:9][C:14]([NH:13][CH:10]([CH3:12])[CH3:11])=[O:15])[CH:3]=1

Participants

4

Reactant 2

HCID 61277Isopropyl isocyanateHCID 534028634-Bromo-2-hydrazinylpyridine

Product 1

HCID 592613621-(4-Bromopyridin-2-yl)-4-isopropylsemicarbazide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 1-(4-bromopyridin-2-yl) hydrazine (0.376 g, 2.00 mmol) in 10 mL of DCM at 0° C. was added isopropyl isocyanate (0.216 mL, 2.20 mmol). The heterogeneous mixture was allowed to warm up to RT and stir. A white precipitate appeared and after 1 h the solid was collected by filtration and washed with DCM to afford 1-(4-bromopyridin-2-yl)-4-isopropylsemicarbazide as a white solid. MS (ESI, pos. ion) m/z: 273.2 (M+1).

Workup

  1. filtrationthe solid was collected by filtration
  2. washwashed with DCM

Sources & evidence

ORD record
ord-95c7cd58ffe54e07ada6ad3a2d8da1cb
Source dataset
uspto-grants-2010_04
Patent number
US07700593B2

Reaction notes

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