Ammonium Chloride → HCID 178420262, compound

HRID 616800Notes

Reaction equation

HRID 616800 reaction equation
[C:1]1([C:7]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)([CH2:10][CH2:11][N:12]2[CH2:18][CH:17]3[CH2:19][CH2:20][CH:14]([CH2:15][CH2:16]3)[CH2:13]2)[C:8]#[N:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[N-:27]=[N+:28]=[N-:29].[Na+].[Cl-].[NH4+].[Cl-].[Li+]>CN(C)C=O>[C:21]1([C:7]([C:8]2[NH:29][N:28]=[N:27][N:9]=2)([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[CH2:10][CH2:11][N:12]2[CH2:18][CH:17]3[CH2:16][CH2:15][CH:14]([CH2:20][CH2:19]3)[CH2:13]2)[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Participants

6

Reactant 4

HCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 433294Lithium ChlorideHCID 12300617HCID 12300617, compound

Product 1

HCID 178420262HCID 178420262, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

36 Parts of 2,2-diphenyl-4-(3-azabicyclo[3.2.2]non-3-yl)butyronitrile (U.S. Pat. No. 3,318,864), 9.8 parts of sodium azide, 8.06 parts of ammonium chloride, and 0.15 part of lithium chloride are placed in 50 parts by volume of dimethylformamide and heated at 125° for 12 hours. The solution is cooled and a white solid is filtered off. The solid is washed with dimethylformamide and water and then dried. This procedure provides 5-[1,1-diphenyl-3-(3-azabicyclo[3.2.2]non-3-yl)propyl]-1H-tetrazole melting at 284°-286°.

Workup

  1. temperatureheated at 125° for 12 hours
  2. temperatureThe solution is cooled
  3. filtrationa white solid is filtered off
  4. washThe solid is washed with dimethylformamide and water
  5. customdried

Sources & evidence

ORD record
ord-ab5864e5d0764adea9280ac7b59f1297
Source dataset
uspto-grants-1978_02
Patent number
USRE029556

Reaction notes

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