Potassium Cyanide → HCID 2807151, compound

HRID 1579533Notes

Reaction equation

HRID 1579533 reaction equation
[C-]#[N:2].[K+].[C:4]([C:12]1[CH:23]=[C:22]([Cl:24])[CH:21]=[CH:20][C:13]=1[NH:14][C:15](=O)C(Cl)Cl)(=[O:11])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1>O.C(O)C.C>[NH2:2][C:15]1[C:4]([C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][CH:10]=2)([OH:11])[C:12]2[C:13](=[CH:20][CH:21]=[C:22]([Cl:24])[CH:23]=2)[N:14]=1

Participants

6

Reactant 2

HCID 9032Potassium CyanideHCID 2807148HCID 2807148, compound

Product 1

HCID 2807151HCID 2807151, compoundYield 86.4%

Reagents, catalysts & solvents 3

HCID 297MethaneSolventHCID 702EthanolSolventHCID 962WaterSolvent2×

Procedure

Potassium cyanide (18 g) in water (150 ml) was added to a suspension of 2'-benzoyl-2,2,4'-trichloro-acetanilide (30 g) in ethanol (400 ml). The reaction was stirred overnight and after treatment with charcoal diluted with water, 2-Amino-5-chloro-3-phenyl-3H-indol-3-ol (19.57 g) was obtained as off white crystals m.p. 205°-208°C after recrystallization from acetonitrile.

Sources & evidence

ORD record
ord-383de3222faa4bacabd0be90e8de05d5
Source dataset
uspto-grants-1976_01
Patent number
US03931226

Reaction notes

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