Ammonium Chloride → HCID 178443031, compound

HRID 1764717Notes

Reaction equation

HRID 1764717 reaction equation
[N-:1]=[N+:2]=[N-:3].[Na+].[NH4+].[Cl-].[CH2:7]([NH:23][C:24]1[CH:31]=[CH:30][C:27]([C:28]#[N:29])=[CH:26][CH:25]=1)[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22]>CN(C)C=O>[CH2:7]([NH:23][C:24]1[CH:31]=[CH:30][C:27]([C:28]2[NH:29][N:3]=[N:2][N:1]=2)=[CH:26][CH:25]=1)[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22]

Participants

5

Reactant 3

HCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 13019275HCID 13019275, compound

Product 1

HCID 178443031HCID 178443031, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
120 °C

Procedure

Sodium azide (0.98 g., 0.015 mole) and NH4Cl are added to a solution of p-hexadecylaminobenzonitrile (5.13 g., 0.015 mole) in dimethylformamide. The mixture is stirred and heated in an oil bath maintained at 120° C. for 42 hours. The reaction mixture is cooled and then poured into ice-water with vigorous stirring. The precipitate separated is filtered, washed thoroughly with water and dried. The dry precipitate is washed repeatedly with ether and dried; 1.7 g. of a pale brown powder is obtained as a homogeneous product, melting point 114°-116° C. (decomp.).

Workup

  1. temperatureheated in an oil bath
  2. temperatureThe reaction mixture is cooled
  3. customThe precipitate separated
  4. filtrationis filtered
  5. washwashed thoroughly with water
  6. customdried
  7. washThe dry precipitate is washed repeatedly with ether
  8. customdried
  9. customof a pale brown powder is obtained as a homogeneous product, melting point 114°-116° C. (decomp.)

Sources & evidence

ORD record
ord-151a901d54fa4ca4934bc6e5c6c2a6c3
Source dataset
uspto-grants-1978_09
Patent number
US04117158

Reaction notes

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