2,6-Dichlorobenzyl chloride → HCID 178442718, compound

HRID 2417924Notes

Reaction equation

HRID 2417924 reaction equation
[CH2:1]([C:10]1[C:15]2[N:16]3[CH2:22][CH2:21][CH2:20][N:19]=[C:17]3[S:18][C:14]=2[CH:13]=[CH:12][CH:11]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9].[Cl:23][C:24]1[CH:29]=[CH:28][CH:27]=[C:26]([Cl:30])[C:25]=1[CH2:31]Cl>C(#N)C>[Cl-:23].[Cl:23][C:24]1[CH:29]=[CH:28][CH:27]=[C:26]([Cl:30])[C:25]=1[CH2:31][N+:19]1[CH2:20][CH2:21][CH2:22][N:16]2[C:15]3[C:10]([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9])=[CH:11][CH:12]=[CH:13][C:14]=3[S:18][C:17]=12

Participants

4

Reactant 2

HCID 748322,6-Dichlorobenzyl chlorideHCID 13338552HCID 13338552, compound

Product 1

HCID 178442718HCID 178442718, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 1.9 parts of 3,4-dihydro-6-nonyl-2H-pyrimido[2,1-b]benzothiazole, 3.4 parts of 1,3-dichloro-2-(chloromethyl)benzene and 24 parts of acetonitrile is stirred and refluxed for 8 hours. The reaction mixture is evaporated and the residue is crystallized from 4-methyl-2-pentanone. The product is filtered off and dried, yielding 2.8 parts of 1-(2,6-dichlorophenylmethyl)-3,4-dihydro-6-nonyl-2H-pyrimido[2,1-b]benzothiazolium chloride; mp. 174.6° C.

Workup

  1. temperaturerefluxed for 8 hours
  2. customThe reaction mixture is evaporated
  3. customthe residue is crystallized from 4-methyl-2-pentanone
  4. filtrationThe product is filtered off
  5. customdried

Sources & evidence

ORD record
ord-cd1b89215e8c48358664a4e43ad42b25
Source dataset
uspto-grants-1984_09
Patent number
US04471117

Reaction notes

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