1-Bromohexadecane → HCID 178516453, compound

HRID 2163281Notes

Reaction equation

HRID 2163281 reaction equation
Cl.[Cl:2][C:3]1[CH:9]=[C:8]([Cl:10])[C:7]([O:11][C:12]2[CH:17]=[CH:16][C:15]([N+:18]([O-:20])=[O:19])=[CH:14][CH:13]=2)=[CH:6][C:4]=1[NH2:5].[Cl:21][C:22]1[CH:27]=[C:26]([Cl:28])[CH:25]=[C:24]([Cl:29])[C:23]=1[N:30]1[C:34](=[O:35])[CH2:33][C:32](OCC)=[N:31]1.ClC1C=C(Cl)C(OCCCCCCCCCCCCCCCC)=CC=1N.FC1C=CC([N+]([O-])=O)=CC=1.C(Br)CCCCCCCCCCCCCCC>>[Cl:29][C:24]1[CH:25]=[C:26]([Cl:28])[CH:27]=[C:22]([Cl:21])[C:23]=1[N:30]1[C:34](=[O:35])[CH2:33][C:32]([NH:5][C:4]2[CH:6]=[C:7]([O:11][C:12]3[CH:13]=[CH:14][C:15]([N+:18]([O-:20])=[O:19])=[CH:16][CH:17]=3)[C:8]([Cl:10])=[CH:9][C:3]=2[Cl:2])=[N:31]1

Participants

6

Reactant 5

HCID 82131-BromohexadecaneHCID 9590p-FluoronitrobenzeneHCID 788030HCID 788030, compoundHCID 22753008HCID 22753008, compoundHCID 22753015HCID 22753015, compound

Product 1

HCID 178516453HCID 178516453, compoundYield 51.6%

Procedure

Using 11.6 g of 2,4-dichloro-5-(4-nitrophenoxy)-aniline hydrochloride and 13.1 g of 1-(2,4,6-trichlorophenyl)-3-ethoxy-2-pyrazolin-5-one, which were prepared in a manner similar to Steps (1) and (2) of Synthesis Example 1 except that 21.2 g of 4-fluoronitrobenzene was used in lieu of hexadecyl bromide in Step (1) of Synthesis Example 1, procedures similar to Step (3) of Synthesis Example 1 were carried out. In this case, 10.0 g of the desired product was obtained without recrystallization. The melting point thereof was 305 to 306° C.

Sources & evidence

ORD record
ord-e38f141859fa4169a68a4028ab8dcaab
Source dataset
uspto-grants-1979_01
Patent number
US04133686

Reaction notes

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