Water → HCID 72212218, compound

HRID 2174221Notes

Reaction equation

HRID 2174221 reaction equation
S(=O)(=O)(O)[OH:2].[NH2:6][C:7]1[CH:14]=[C:13]([Cl:15])[C:10]([C:11]#N)=[CH:9][N:8]=1.[OH2:16]>C(=O)(O)[O-].[Na+]>[NH2:6][C:7]1[CH:14]=[C:13]([Cl:15])[C:10]([C:11]([OH:2])=[O:16])=[CH:9][N:8]=1

Participants

5

Reactant 3

HCID 962WaterHCID 1118Sulfuric AcidHCID 219492196-Amino-4-chloro-3-pyridinecarbonitrile

Product 1

HCID 72212218HCID 72212218, compound

Reagents, catalysts & solvents 1

HCID 516892Sodium BicarbonateSolvent

Conditions

Temperature
100 °C

Procedure

Concentrated sulfuric acid (98%, 0.5 mL) was added dropwise to a stirred suspension of compound iii (0.020 g, 0.130 mmol) in water (1 mL). The reaction mixture was heated to 100° C. for 18 h, cooled to room temperature and added dropwise to a slurry of ice in saturated sodium bicarbonate solution (2 mL). The pH after addition was pH-2. The resulting precipitate was filtered, washed with water (2 mL) and air-dried to give compound iv. (0.019 g, 0.110 mmol, 84%) as a colourless powder, [M+H]+ m/z=173.0.

Workup

  1. temperaturecooled to room temperature
  2. additionThe pH after addition
  3. filtrationThe resulting precipitate was filtered
  4. washwashed with water (2 mL)
  5. customair-dried

Sources & evidence

ORD record
ord-492d0eac69e447b29541103ae26301d9
Source dataset
uspto-grants-2015_06
Patent number
US09060515B2

Reaction notes

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