Bromine → HCID 21567566, compound

HRID 1579168Notes

Reaction equation

HRID 1579168 reaction equation
[C:1]([NH:5][NH:6][C:7]1([C:15]#[N:16])[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1)([CH3:4])([CH3:3])[CH3:2].BrBr.C(NNC(C#N)(C1CC1)C)(C)(C)C>>[C:1]([N:5]=[N:6][C:7]1([C:15]#[N:16])[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 3

HCID 24408BromineHCID 21567553HCID 21567553, compoundHCID 23344788HCID 23344788, compound

Product 1

HCID 21567566HCID 21567566, compound

Procedure

1-t-Butylazo-1-cyanocyclooctane was prepared in 93% crude yield by oxidizing 1-t-butylhydrazo-1-cyanocyclooctane with bromine using the same procedure described in Example XIIIC for the oxidation of 1-t-butylhydrazo-1-cyano-1-cyclopropylethane. The crude product was chromatographed over alumina and the product eluted with pentane. The infrared spectrum of the purified product was consistent with the structure of the desired azo. The compound has a 10 hour half-life in trichlorobenzene at approximately 55°C.

Workup

  1. customThe crude product was chromatographed over alumina
  2. washthe product eluted with pentane
  3. customat approximately 55°C.

Sources & evidence

ORD record
ord-95b94a0eba6743728f8e1cf34313af2e
Source dataset
uspto-grants-1976_01
Patent number
US03931143

Reaction notes

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