4-Chlorophenyl Isocyanate → HCID 12405738, compound

HRID 436816Notes

Reaction equation

HRID 436816 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]=[C:9]=[O:10])=[CH:4][CH:3]=1.[NH2:11][C:12]1[S:13][C:14]2[C:20]([Cl:21])=[C:19]([Cl:22])[CH:18]=[C:17]([S:23][C:24]#[N:25])[C:15]=2[N:16]=1>CN(C)C=O>[Cl:22][C:19]1[CH:18]=[C:17]([S:23][C:24]#[N:25])[C:15]2[N:16]=[C:12]([NH:11][C:9]([NH:8][C:5]3[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=3)=[O:10])[S:13][C:14]=2[C:20]=1[Cl:21]

Participants

4

Reactant 2

HCID 76934-Chlorophenyl IsocyanateHCID 124057332-Amino-6,7-dichloro-4-thiocyanatobenzothiazole

Product 1

HCID 12405738HCID 12405738, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

p-Chlorophenyl isocyanate (15.3 g., 0.10 mole) was added in portions to a solution of 27.6 g. (0.10 mole) of 2-amino-6,7-dichloro-4-thiocyanatobenzothiazole in 300 ml. of dimethylformamide. The solution was heated at 120° with stirring for 5 hours and then cooled at 0° overnight. The solid was collected by filtration to give 22 g. (51%) of product. Recrystallization from ethanol gave an analytical sample, m.p. 238°-239° .

Workup

  1. temperatureThe solution was heated at 120°
  2. temperaturecooled at 0° overnight
  3. filtrationThe solid was collected by filtration
  4. customto give 22 g
  5. customRecrystallization from ethanol
  6. customgave an analytical sample, m.p. 238°-239°

Sources & evidence

ORD record
ord-d691eaa58ecb42e896047048aa684ae5
Source dataset
uspto-grants-1977_06
Patent number
US04028374

Reaction notes

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