Azobisisobutyronitrile → HCID 19098804, compound

HRID 1975832Notes

Reaction equation

HRID 1975832 reaction equation
[C:1]([O:9][C:10]1[CH:15]=[C:14]([CH3:16])[CH:13]=[C:12]([O:17][C:18](=[O:25])[C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH:11]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.N(C(C)(C)C#N)=NC(C)(C)C#N.[Br:38]N1C(=O)CCC1=O>>[C:18]([O:17][C:12]1[CH:13]=[C:14]([CH2:16][Br:38])[CH:15]=[C:10]([O:9][C:1](=[O:8])[C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[CH:11]=1)(=[O:25])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

4

Reactant 3

HCID 6547AzobisisobutyronitrileHCID 67184N-bromobutanimideHCID 826643HCID 826643, compound

Product 1

HCID 19098804HCID 19098804, compound

Procedure

The synthesis of this compound proceeded in the same fashion as in Example 11 using 24.93 g (0.075 mol) of 5-methyl-benzene-1,3-diol dibenzoate, a catalytic amount of 2,2'-azobisisobutyronitrile and 13.35 g (0.075 mol) of N-bromosuccinimide. Recrystallization of the crude material from ethyl acetate gave a product (m.p. 123°-126° C.) which was used directly in the next step.

Workup

  1. customThe synthesis of this compound
  2. customRecrystallization of the crude material from ethyl acetate

Sources & evidence

ORD record
ord-5f1f2e0353584f07b75175da2d6b9dff
Source dataset
uspto-grants-1994_02
Patent number
US05288871

Reaction notes

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