1,1'-Thiocarbonyldiimidazole → HCID 22731667, compound

HRID 2083857Notes

Reaction equation

HRID 2083857 reaction equation
C1N=CN([C:6](N2C=NC=C2)=[S:7])C=1.[CH2:13]([CH:15]1[CH2:20][CH2:19][CH:18]([CH:21]2[CH2:26][CH2:25][CH:24]([C:27]3[CH:32]=[C:31]([F:33])[C:30]([NH2:34])=[C:29]([F:35])[CH:28]=3)[CH2:23][CH2:22]2)[CH2:17][CH2:16]1)[CH3:14]>ClCCl>[F:35][C:29]1[CH:28]=[C:27]([CH:24]2[CH2:25][CH2:26][CH:21]([CH:18]3[CH2:17][CH2:16][CH:15]([CH2:13][CH3:14])[CH2:20][CH2:19]3)[CH2:22][CH2:23]2)[CH:32]=[C:31]([F:33])[C:30]=1[N:34]=[C:6]=[S:7]

Participants

4

Reactant 2

HCID 802641,1'-ThiocarbonyldiimidazoleHCID 22731670HCID 22731670, compound

Product 1

HCID 22731667HCID 22731667, compoundYield 59%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

9.5 g of 1,1-thiocarbonyldiimidazole are added to 85 g of 4-(4′-ethylbicyclohexyl-4-yl)-2,6-difluorophenylamine in 100 ml of dichloromethane, and the mixture is stirred at RT. Conventional work-up gives 4′-(3,5-difluoro-4-isothiocyanatophenyl)-4-ethylbicyclohexyl, yield 59%, having the following properties: C 33 N 198.2 I; Δε 15.3; Δn 0.1930.

Sources & evidence

ORD record
ord-a68cec149e5e4d029979c586e9a1ffb6
Source dataset
uspto-grants-2004_04
Patent number
US06716491B2

Reaction notes

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