Ammonia → 2-[3-[(2,6-dichlorophenyl)methoxy]-2-pyridinyl]-1-phenylguanidine

HRID 1654901Notes

Reaction equation

HRID 1654901 reaction equation
[Cl:1][C:2]1[CH:25]=[CH:24][CH:23]=[C:22]([Cl:26])[C:3]=1[CH2:4][O:5][C:6]1[C:7]([NH:12][C:13]([NH:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=S)=[N:8][CH:9]=[CH:10][CH:11]=1.[NH3:27]>>[Cl:1][C:2]1[CH:25]=[CH:24][CH:23]=[C:22]([Cl:26])[C:3]=1[CH2:4][O:5][C:6]1[C:7]([NH:12][C:13]([NH:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[NH:27])=[N:8][CH:9]=[CH:10][CH:11]=1

Participants

3

Reactant 2

HCID 222AmmoniaHCID 20077038N-[3-(2,6-Dichlorobenzyloxy)pyrid-2-yl]-N'-phenylthiourea

Product 1

HCID 1785119982-[3-[(2,6-dichlorophenyl)methoxy]-2-pyridinyl]-1-phenylguanidine

Procedure

A mixture of yellow mercuric oxide (0.62 g, 0.0029 mol), N-[3-(2-,6-dichlorobenzyloxy)pyrid-2-yl]-N'-phenylthiourea (1.0 g, 0.0025 mol) and methanolic ammonia solution (30 ml) was stirred for 15 hours at room temperature. The solvent was removed in vacuo and the black residue was boiled with chloroform and filtered hot. Evaporation of the solvent followed by recrystallisation from ethanol gave the desired product. Yield 0.33 g (55%), m.p. 163°-165 ° C.

Workup

  1. customThe solvent was removed in vacuo
  2. filtrationfiltered hot
  3. customEvaporation of the solvent
  4. customfollowed by recrystallisation from ethanol

Sources & evidence

ORD record
ord-aef113b3e6554324b667713b9a474ffa
Source dataset
uspto-grants-1995_04
Patent number
US05409943

Reaction notes

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