Hydrochloric Acid → [(6-Fluoropyridin-2-yl)amino]urea

HRID 435174Notes

Reaction equation

HRID 435174 reaction equation
[NH:1]([C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([F:9])[N:4]=1)[NH2:2].Cl.[O-:11][C:12]#[N:13].[K+]>O>[F:9][C:5]1[N:4]=[C:3]([NH:1][NH:2][C:12]([NH2:13])=[O:11])[CH:8]=[CH:7][CH:6]=1

Participants

5

Conditions

Temperature
35 °C

Procedure

A solution was prepared by admixing 55 g (0.43 m) of 2-hydrazino-6-fluoropyridine in 240 ml of water with 40 g of concentrated hydrochloric acid in 60 ml of water. The mixture was stirred at 35° C. until a clear solution formed. To this reaction mixture was added 37 g (0.46 ml) of potassium cyanate in 100 ml of water. After the addition was completed, the reaction mixture was stirred for 21/2 hours at room temperature and then cooled to 10° C. on an ice bath. The 2-(6-fluoro-2-pyridinyl)hydrazinecarboxamide product was isolated by filtration and washed with methylene chloride in quantitative yield. The product melted at 210°-212° C. and upon analysis, was found to have carbon, hydrogen and nitrogen contents of 42.42, 4.23 and 32.83 percent, respectively, as compared with the theoretical contents of 42.35, 4.14 and 32.93 percent, respectively, as calculated for the above named compound.

Workup

  1. customA solution was prepared
  2. customformed
  3. additionAfter the addition
  4. stirringthe reaction mixture was stirred for 21/2 hours at room temperature
  5. temperaturecooled to 10° C. on an ice bath

Sources & evidence

ORD record
ord-63553e2282c6472086868642f26c7dc4
Source dataset
uspto-grants-1983_08
Patent number
US04400516

Reaction notes

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