Ammonia → HCID 178512024, compound

HRID 1654921Notes

Reaction equation

HRID 1654921 reaction equation
[Cl:1][C:2]1[C:3]([F:27])=[C:4]([CH:24]=[CH:25][CH:26]=1)[CH2:5][O:6][C:7]1[C:8]([NH:13][C:14]([NH:16][C:17]2[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][CH:18]=2)=S)=[N:9][CH:10]=[CH:11][CH:12]=1.[NH3:28]>>[Cl:1][C:2]1[C:3]([F:27])=[C:4]([CH:24]=[CH:25][CH:26]=1)[CH2:5][O:6][C:7]1[C:8]([NH:13][C:14]([NH:16][C:17]2[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][CH:18]=2)=[NH:28])=[N:9][CH:10]=[CH:11][CH:12]=1

Participants

3

Reactant 2

HCID 222AmmoniaHCID 20077003N-[3-(3-chloro-2-fluorobenzyloxy)pyrid-2-yl]-N'-4-chlorophenylthiourea

Product 1

HCID 178512024HCID 178512024, compound

Procedure

A mixture of yellow mercuric oxide (1.23 g, 0.0047 mol), N-[3-(3-chloro-2-fluorobenzyloxy)pyrid-2-yl]-N'-4-chlorophenylthiourea (2.0 g, 0.0047 mol) and methanolic ammonia solution (40 ml) was stirred for 2 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 trituration with ether and recrystallisation from acetonitrile gave the desired product. Yield 0.38 g (20%), m.p. 204°-207 ° C.

Workup

  1. customThe solvent was removed in vacuo
  2. filtrationfiltered hot
  3. customEvaporation of the solvent
  4. customfollowed by trituration with ether and recrystallisation from acetonitrile

Sources & evidence

ORD record
ord-f433197de45041a2b9582e6f7f69a42d
Source dataset
uspto-grants-1995_04
Patent number
US05409943

Reaction notes

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