Allylamine → HCID 12881159, compound

HRID 1902595Notes

Reaction equation

HRID 1902595 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[C:5](OC2C=CC=CC=2)=[CH:4][C:3]=1[O:18][C:19]1[CH:24]=[C:23]([Cl:25])[C:22]([Br:26])=[CH:21][C:20]=1[Cl:27].[CH2:28]([NH2:31])[CH:29]=[CH2:30]>O1CCOCC1>[Cl:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[C:5]([NH:31][CH2:28][CH:29]=[CH2:30])=[CH:4][C:3]=1[O:18][C:19]1[CH:24]=[C:23]([Cl:25])[C:22]([Br:26])=[CH:21][C:20]=1[Cl:27]

Participants

4

Reactant 2

HCID 7853AllylamineHCID 12881150HCID 12881150, compound

Product 1

HCID 12881159HCID 12881159, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
40 °C

Procedure

A mixture of 4.9 gm of 2-chloro-4-nitro-5-phenoxy-1-(2,5-dichloro-4-bromo-phenoxy)-benzene, 1.8 gm of allylamine and 10 ml of dioxane was stirred first for 7 hours at 40° C. and then for 3 hours at 60° C. Thereafter, the reaction solution was evaporated, the residue was taken up in chloroform, and the resulting solution was washed first with an acid solution and then with an alkaline solution, dried with sodium sulfate and evaporated. The raw reaction product thus obtained (5.6 gm) was purified on a silicagel column, yielding 3.0 gm (66.6% of theory) of the yellow crystalline title compound, m.p. 102.5° C.

Workup

  1. waitfor 3 hours at 60° C
  2. customThereafter, the reaction solution was evaporated
  3. washthe resulting solution was washed first with an acid solution
  4. dry with materialwith an alkaline solution, dried with sodium sulfate
  5. customevaporated
  6. customThe raw reaction product
  7. customthus obtained (5.6 gm)
  8. customwas purified on a silicagel column

Sources & evidence

ORD record
ord-1f193b4b21864f67bf456f58dda88684
Source dataset
uspto-grants-1982_12
Patent number
US04364875

Reaction notes

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