Chlorine → HCID 178436989, compound

HRID 1834704Notes

Reaction equation

HRID 1834704 reaction equation
[O:1]=[C:2]([O:8][C:9]1[CH:10]=[C:11]2[C:15](=[C:16]([Cl:19])[C:17]=1[Cl:18])[CH2:14][CH:13]([CH2:20][CH3:21])[CH2:12]2)[C:3]1[NH:7][N:6]=[N:5][N:4]=1.[Cl:22]Cl>C(O)(=O)C>[O:1]=[C:2]([O:8][C:9]1[CH:10]=[C:11]2[C:15](=[C:16]([Cl:19])[C:17]=1[Cl:18])[CH2:14][C:13]([CH2:20][CH3:21])([Cl:22])[CH2:12]2)[C:3]1[NH:7][N:6]=[N:5][N:4]=1

Participants

4

Reactant 2

HCID 24526ChlorineHCID 178435402HCID 178435402, compound

Product 1

HCID 178436989HCID 178436989, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Conditions

Temperature
100 °C

Procedure

A solution of 5-(1-oxo-2-ethyl-6,7-dichloro-5-indanyloxymethyl)tetrazole (2.0 g.) in acetic acid (300 ml.) is warmed to 65° C. on a steam bath and treated during a 10-minute period with a solution of chlorine (700 mg.) in acetic acid (25 ml.). The reaction mixture is heated one hour at 100° C. and the solvent is distilled at reduced pressure to a volume of 50 ml. which on treatment with water affords 0.8 g. (36%) of 5-(1-oxo-2-ethyl-2,6,7-trichloro-5-indanyloxymethyl)tetrazole which melts at 128° C. after recrystallization from ethylacetate and hexane.

Workup

  1. distillationthe solvent is distilled at reduced pressure to a volume of 50 ml
  2. customwhich on treatment with water affords 0.8 g
  3. custom(36%) of 5-(1-oxo-2-ethyl-2,6,7-trichloro-5-indanyloxymethyl)tetrazole which melts at 128° C. after recrystallization from ethylacetate and hexane

Sources & evidence

ORD record
ord-a63a39a58e8343078f6062fcf8d8d231
Source dataset
uspto-grants-1978_01
Patent number
US04070539

Reaction notes

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