1,2-Benzenedicarbonitrile, 3-nitro- → HCID 19070339, compound

HRID 1955500Notes

Reaction equation

HRID 1955500 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([N+]([O-])=O)[C:4]=1[C:12]#[N:13])#[N:2].[C:14]([CH:18]1[CH2:23][CH2:22][CH2:21][CH:20]([CH3:24])[CH:19]1[OH:25])([CH3:17])([CH3:16])[CH3:15]>>[C:1]([C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([O:25][CH:19]2[CH:20]([CH3:24])[CH2:21][CH2:22][CH2:23][CH:18]2[C:14]([CH3:15])([CH3:17])[CH3:16])[C:4]=1[C:12]#[N:13])#[N:2]

Participants

3

Reactant 2

HCID 1626521,2-Benzenedicarbonitrile, 3-nitro-HCID 19070337HCID 19070337, compound

Product 1

HCID 19070339HCID 19070339, compoundYield 50%

Procedure

As in Synthesis Example 1 but using 1.73 grams of 1,2-dicyano-3-nitrobenzene and 3.40 grams of 2-t-butyl-6-methylcyclohexanol, there was obtained 1.48 grams of 1,2-dicyano-3-(2-t-butyl-6-methylcyclohexyloxy)benzene (yield of 50%). Next, as in Synthesis Example 1 but using 1.48 grams of this benzene compound and 0.42 gram of BBr3, there was obtained 1.1 grams of the end product (yield 68%, mp 154°-155° C.).

Workup

  1. customAs in Synthesis Example 1

Sources & evidence

ORD record
ord-48e852aef83e48fea0d7cdca10e4d2b1
Source dataset
uspto-grants-1998_07
Patent number
US05776656

Reaction notes

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