Ammonia → 1-(4-chlorophenyl)-2-[3-[(2,6-dichlorophenyl)methoxy]-2-pyridinyl]guanidine

HRID 1654903Notes

Reaction equation

HRID 1654903 reaction equation
[Cl:1][C:2]1[CH:26]=[CH:25][CH:24]=[C:23]([Cl:27])[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][C:19]([Cl:22])=[CH:18][CH:17]=2)=S)=[N:8][CH:9]=[CH:10][CH:11]=1.[NH3:28]>>[Cl:1][C:2]1[CH:26]=[CH:25][CH:24]=[C:23]([Cl:27])[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][C:19]([Cl:22])=[CH:18][CH:17]=2)=[NH:28])=[N:8][CH:9]=[CH:10][CH:11]=1

Participants

3

Reactant 2

HCID 222AmmoniaHCID 20076936N-[3-(2,6-dichlorobenzyloxy)pyrid-2-yl]-N'-(4-chlorophenyl)thiourea

Product 1

HCID 1785120251-(4-chlorophenyl)-2-[3-[(2,6-dichlorophenyl)methoxy]-2-pyridinyl]guanidine

Procedure

A mixture of yellow mercuric oxide (1.18g, 0.0054mol), N-[3-(2-,6-dichlorobenzyloxy)pyrid-2-yl]-N'-4-chlorophenylthiourea (2.0g, 0.0045mol) and methanolic ammonia solution (40 ml) was stirred for 5 days 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 1.54 g (81%), m.p. 192°-195 ° 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-ab5c3e61ccc64c5cbca35599941f3942
Source dataset
uspto-grants-1995_04
Patent number
US05409943

Reaction notes

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