Formaldehyde → HCID 19704695, compound

HRID 726944Notes

Reaction equation

HRID 726944 reaction equation
[NH2:1][N:2]([CH2:14][CH2:15][OH:16])[C:3]([NH:5][C:6]1[CH:11]=[CH:10][C:9]([Cl:12])=[CH:8][C:7]=1[Cl:13])=[S:4].C=O.[C:19]1(C)C=CC(S(O)(=O)=O)=CC=1>C(Cl)Cl>[Cl:13][C:7]1[CH:8]=[C:9]([Cl:12])[CH:10]=[CH:11][C:6]=1[NH:5][C:3]([N:2]1[CH2:14][CH2:15][O:16][CH2:19][NH:1]1)=[S:4]

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 6101p-Toluenesulfonic acidHCID 19704697HCID 19704697, compound

Product 1

HCID 19704695HCID 19704695, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1.72 g (6.20 mmol) N-amino-N-(2-hydroxyethyl)-N'-(2,4-dichlorophenyl)thiourea was suspended in 40 mL methylene chloride. 0.52 g (37% aqueous, 6.4 mmol) formaldehyde and a small quantity of p-toluenesulfonic acid were added before the reaction mixture was heated for 17 h in a Dean-Stark apparatus. The solvent was then removed and the desired product isolated.

Workup

  1. temperaturewas heated for 17 h in a Dean-Stark apparatus
  2. customThe solvent was then removed

Sources & evidence

ORD record
ord-5b6d7f8c63394bfea190095eaa44fa16
Source dataset
uspto-grants-1998_01
Patent number
US05712225

Reaction notes

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