Ammonia → HCID 178492221, compound

HRID 1381539Notes

Reaction equation

HRID 1381539 reaction equation
[C:1]1([CH2:7][N:8]2[CH2:12][CH2:11][C:10]([NH2:13])=[N:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:14][O:15][C:16]1[CH:21]=[CH:20][C:19](N)=[CH:18][CH:17]=1.C1(C)C=CC(S(O)(=O)=O)=CC=1.N>>[CH3:14][O:15][C:16]1[CH:21]=[CH:20][C:19]([NH:13][C:10]2[CH2:11][CH2:12][N:8]([CH2:7][C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)[N:9]=2)=[CH:18][CH:17]=1

Participants

5

Reactant 4

HCID 222AmmoniaHCID 6101p-Toluenesulfonic acidHCID 7732P-AnisidineHCID 12551428HCID 12551428, compound

Product 1

HCID 178492221HCID 178492221, compound

Procedure

4,5-dihydro-1-phenylmethyl-1H-pyrazol-3-amine (24 g) (prepared by the method of H. Dorm, A. Otto, Chem Ber. 103 2505 (1970), p-anisidine (17.5 g) and p-toluenesulphonic acid (100 mg) was heated at 170° under dry nitrogen until evolution of ammonia ceased. The reaction mix was cooled, purified by chromatography on SiO2 eluting with ether:pentane 1:1 to give the sub-title compound as colourless cubes (13.3 g).

Workup

  1. additionThe reaction mix
  2. temperaturewas cooled
  3. custompurified by chromatography on SiO2 eluting with ether:pentane 1:1

Sources & evidence

ORD record
ord-e5197466db174aa6bfde8a395e4826b4
Source dataset
uspto-grants-1989_02
Patent number
US04803216

Reaction notes

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