3-Isocyanatopyridine → 6-Chloro-5-ethylthio-1-(3-pyridylcarbamoyl)indoline

HRID 356066Notes

Reaction equation

HRID 356066 reaction equation
[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][CH2:7][NH:8]2)=[CH:4][C:3]=1[S:11][CH2:12][CH3:13].[N:14]1[CH:19]=[CH:18][CH:17]=[C:16]([N:20]=[C:21]=[O:22])[CH:15]=1>>[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][CH2:7][N:8]2[C:21](=[O:22])[NH:20][C:16]2[CH:15]=[N:14][CH:19]=[CH:18][CH:17]=2)=[CH:4][C:3]=1[S:11][CH2:12][CH3:13]

Participants

3

Reactant 2

HCID 27604933-IsocyanatopyridineHCID 189409116-Chloro-5-ethylthioindoline

Product 1

HCID 104046136-Chloro-5-ethylthio-1-(3-pyridylcarbamoyl)indolineYield 48%

Procedure

6-Chloro-5-ethylthioindoline (D64) (0.18 g, 0.85 mmol) was treated with 3-pyridylisocyanate as in the procedure described in Example 1. The crude product was recrystallised from ethanol/diethyl ether to give the title compound (0.14 g, 48%) as a white crystalline solid m.p.=225°-226° C.

Workup

  1. customThe crude product was recrystallised from ethanol/diethyl ether

Sources & evidence

ORD record
ord-4a19e67e24e4495faf2ab21a30fb5475
Source dataset
uspto-grants-1998_11
Patent number
US05834494

Reaction notes

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