Ammonia → 1-(4-Hydroxybutyl)-3-(2-phenylguanidino)pyrazole

HRID 544562Notes

Reaction equation

HRID 544562 reaction equation
[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][N:6]1[CH:10]=[CH:9][C:8]([NH:11][C:12]([NH:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=S)=[N:7]1.[NH3:21]>>[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][N:6]1[CH:10]=[CH:9][C:8]([NH:11][C:12]([NH2:21])=[N:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[N:7]1

Participants

3

Reactant 2

HCID 222AmmoniaHCID 540150271-(4-Hydroxybutyl)-3-(3-phenylthioureido)pyrazole

Product 1

HCID 1785119941-(4-Hydroxybutyl)-3-(2-phenylguanidino)pyrazoleYield 100%

Procedure

Yellow mercuric oxide (0.295 g.) was added to a solution of 1-(4-hydroxybutyl)-3-(3-phenylthioureido)pyrazole (100 mg.) in ethanolic ammonia (6 M; 10 ml.). The mixture was stirred at room temperature for 48 hours, centrifuged to remove the precipitated mercuric sulphide, and the supernatant evaporated to dryness in vacuo to give 1-(4-hydroxybutyl)-3-(2-phenylguanidino)pyrazole (98 mg; 100%) having the following n.m.r. spectrum in d6DMSO: 7.3 (br m, 9H); 5.7 (d, 1H); 4.2 (br m, 1H); 3.9 (t, 2H); 3.3 (t, 2H); 1.5 (br m, 4H).

Workup

  1. customto remove the precipitated mercuric sulphide
  2. customthe supernatant evaporated to dryness in vacuo

Sources & evidence

ORD record
ord-cef63cd5186945d1a7651889d353726f
Source dataset
uspto-grants-1984_05
Patent number
US04451463

Reaction notes

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