1,3-Dichloro-2-isothiocyanatobenzene → HCID 22288828, compound

HRID 2119569Notes

Reaction equation

HRID 2119569 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[N:9]=[C:10]=[S:11].[NH2:12][C:13]1[C:18]([NH2:19])=[CH:17][CH:16]=[CH:15][C:14]=1[OH:20]>>[NH2:19][C:18]1[CH:17]=[CH:16][CH:15]=[C:14]([OH:20])[C:13]=1[NH:12][C:10]([NH:9][C:3]1[C:2]([Cl:1])=[CH:7][CH:6]=[CH:5][C:4]=1[Cl:8])=[S:11]

Participants

3

Reactant 2

HCID 1232391,3-Dichloro-2-isothiocyanatobenzeneHCID 5799372,3-Diaminophenol

Product 1

HCID 22288828HCID 22288828, compoundYield 61%

Procedure

1.0 equivalent of 2,6-dichlorophenyl isothiocyanate was treated with 1.0 equivalent of 2,3-diaminophenol and heated to reflux for 1 h. After cooling to RT, the precipitate was filtered off with suction, washed with ether, and dried. The desired thiourea was obtained in a yield of 61%. M.p.: 202-204° C.

Workup

  1. temperatureheated
  2. temperatureto reflux for 1 h
  3. filtrationthe precipitate was filtered off with suction
  4. washwashed with ether
  5. customdried

Sources & evidence

ORD record
ord-997e66cbea5048db835b116ade979575
Source dataset
uspto-grants-2004_02
Patent number
US06686384B2

Reaction notes

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