Hydrazine hydrate (1:1) → HCID 135504036, compound

HRID 2221085Notes

Reaction equation

HRID 2221085 reaction equation
O.[NH2:2][NH2:3].Br[C:5]1[C:6](=[O:14])[NH:7][C:8]([N:11]([CH3:13])[CH3:12])=[N:9][N:10]=1>O>[CH3:12][N:11]([CH3:13])[C:8]1[NH:7][C:6](=[O:14])[C:5]([NH:2][NH2:3])=[N:10][N:9]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 1354906346-Bromo-3-(dimethylamino)-1,2,4-triazin-5(2H)-one

Product 1

HCID 135504036HCID 135504036, compoundYield 63.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

With stirring, hydrazine monohydrate (1.44 ml, 30 mmol) was added at 25° C. to a solution of the bromide (X) (2.20 g, 10 mmol) in water (80 ml). The reaction mixture was heated to reflux, cooled to room temperature and, for crystallization, allowed to stand for several hours. The crystals were filtered off, washed with water and dried in the air, giving the hydrazine (XI) (1.08 g, 63%) as a white solid of melting point 264-266° C. (from ethanol): IR spectrum vmax (NaCl/nujol/cm−1) 3324s, 3301s, (NH), 1641s (C═O), 1575s, 1516s, 1397s, 1304w, 1260w, 1204w, 1165w, 1133w, 1068w, 1050s, 1005w, 923s, 833w, 786s, 709s, 683s; NMR spectrum: δH (270 MHz, DMSO-d6): 11.25 (2H, bs, NH2), 7.18 (1H, bs, NH), 2.96 (6H, s, NCH3);

Workup

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux
  3. waitto stand for several hours
  4. filtrationThe crystals were filtered off
  5. washwashed with water
  6. customdried in the air

Sources & evidence

ORD record
ord-6bf4083e483947d2a8d512d4440f1a4d
Source dataset
uspto-grants-2008_05
Patent number
US07368437B1

Reaction notes

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