Hydrochloric Acid → HCID 10074301, compound

HRID 1821965Notes

Reaction equation

HRID 1821965 reaction equation
[Cl:1][C:2]1[CH:20]=[C:19]([O:21][CH2:22][CH:23]=[C:24]([Cl:26])[Cl:25])[CH:18]=[C:17]([Cl:27])[C:3]=1[O:4][CH2:5][CH2:6][CH2:7][O:8][C:9]1[CH:16]=[CH:15][C:12]([C:13]#[N:14])=[CH:11][CH:10]=1.[Cl-].[NH4+].[N-:30]=[N+:31]=[N-:32].[Na+].Cl>CN(C)C=O>[Cl:1][C:2]1[CH:20]=[C:19]([O:21][CH2:22][CH:23]=[C:24]([Cl:26])[Cl:25])[CH:18]=[C:17]([Cl:27])[C:3]=1[O:4][CH2:5][CH2:6][CH2:7][O:8][C:9]1[CH:10]=[CH:11][C:12]([C:13]2[N:30]=[N:31][NH:32][N:14]=2)=[CH:15][CH:16]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 86602296HCID 86602296, compound

Product 1

HCID 10074301HCID 10074301, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

2 g of 4-{3-[2,6-dichloro-4-(3,3-dichloro-allyloxy)-phenoxy]-propoxy}-benzonitrile, 1.2 g of ammonium chloride and 1.5 g of sodium azide are stirred for 48 hours at 100° C. in 50 ml of dimethylformamide. The reaction mixture is poured onto cold dilute hydrochloric acid and extracted with ethyl acetate. Concentration of the organic phase and crystallisation from diethyl ether/hexane yield 5-(4-{3-[2,6-dichloro-4-(3,3-dichloro-allyloxy)-phenoxy]-propoxy}-phenyl)-2H-tetrazole having a melting point of 159-161° C.

Workup

  1. extractionextracted with ethyl acetate
  2. customConcentration of the organic phase and crystallisation from diethyl ether/hexane

Sources & evidence

ORD record
ord-e311c58f1eb94878b4bbb0b991fea64e
Source dataset
uspto-grants-2009_10
Patent number
US07608631B2

Reaction notes

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