Ammonium Chloride → HCID 178515106, compound

HRID 1679751Notes

Reaction equation

HRID 1679751 reaction equation
[O:1]=[C:2]1[C:10]2[C:5](=[CH:6][C:7]([O:13][CH2:14][C:15]#[N:16])=[C:8]([Cl:12])[C:9]=2[Cl:11])[CH2:4][C:3]21[CH2:20][CH2:19][CH2:18][CH2:17]2.[N-:21]=[N+:22]=[N-:23].[Na+].[Cl-].[NH4+]>CN(C)C=O>[O:1]=[C:2]1[C:10]2[C:5](=[CH:6][C:7]([O:13][CH2:14][C:15]3[NH:23][N:22]=[N:21][N:16]=3)=[C:8]([Cl:12])[C:9]=2[Cl:11])[CH2:4][C:3]21[CH2:20][CH2:19][CH2:18][CH2:17]2

Participants

5

Reactant 3

HCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 12395634HCID 12395634, compound

Product 1

HCID 178515106HCID 178515106, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The title compound is prepared following substantially the same procedure described in Example 38, Step B, using the following substances: [1'-oxo-6',7'-dichlorospiro(cyclopentane-1,2'-indan)-5'-yloxy]acetonitrile (5.3 g.), sodium azide (1.44 g.), ammonium chloride (1.14 g.) and dimethylformamide (35 ml.). This procedure affords 5.0 g. (83%) of 5-[1'-oxo-6',7'-dichlorospiro(cyclopentane-1,2'-indan)5'-yloxymethyl]tetrazole which after recrystallization from acetonitrile melts at 191° C.

Workup

  1. customThis procedure affords 5.0 g
  2. custom(83%) of 5-[1'-oxo-6',7'-dichlorospiro(cyclopentane-1,2'-indan)5'-yloxymethyl]tetrazole which after recrystallization from acetonitrile melts at 191° C.

Sources & evidence

ORD record
ord-fce7e68b59d14ca0acee1ed6a1500701
Source dataset
uspto-grants-1978_03
Patent number
US04081554

Reaction notes

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