Water → HCID 178513497, compound

HRID 64314Notes

Reaction equation

HRID 64314 reaction equation
[NH2:1][C:2]1[NH:6][N:5]=[C:4]([C:7]2[CH:12]=[CH:11][C:10]([O:13][C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)=[CH:9][CH:8]=2)[C:3]=1[C:20]#[N:21].[OH2:22]>OP(O)(O)=O>[NH2:1][C:2]1[NH:6][N:5]=[C:4]([C:7]2[CH:8]=[CH:9][C:10]([O:13][C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)=[CH:11][CH:12]=2)[C:3]=1[C:20]([NH2:21])=[O:22]

Participants

4

Reactant 2

HCID 962WaterHCID 178509389HCID 178509389, compound

Product 1

HCID 178513497HCID 178513497, compoundYield 77.5%

Reagents, catalysts & solvents 1

HCID 1004Phosphoric AcidSolvent

Procedure

A solution of 5-amino-3-(4-phenoxyphenyl)-1H-pyrazole-4-carbonitrile (1.0 g, 3.6 mmol) in H3PO4 (20 mL) was heated to 120° C. for 4 hr. The mixture was then poured into water (100 mL), extracted with EA (100 mL×3). The combined organic layers were dried over Na2SO4 and concentrated to give the product (850 mg, 77.5%) as yellow solid. MS (ESI, m/e) [M+1]+ 295.1.

Workup

  1. extractionextracted with EA (100 mL×3)
  2. dry with materialThe combined organic layers were dried over Na2SO4
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-0967875ca11648a8afba872a82171d6e
Source dataset
uspto-grants-2016_09
Patent number
US09447106B2

Reaction notes

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