Ammonium Chloride → HCID 178441186, compound

HRID 1074276Notes

Reaction equation

[C:1]([C:5]1[CH:6]=[C:7]([CH:18]=[C:19]([C:21]([CH3:24])([CH3:23])[CH3:22])[CH:20]=1)[O:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]#[N:17])=[CH:12][CH:11]=1)([CH3:4])([CH3:3])[CH3:2].[N-:25]=[N+:26]=[N-:27].[Na+].[Cl-].[NH4+].[Cl-].[Li+]>O.CN(C)C=O>[C:1]([C:5]1[CH:6]=[C:7]([CH:18]=[C:19]([C:21]([CH3:24])([CH3:23])[CH3:22])[CH:20]=1)[O:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]2[NH:27][N:26]=[N:25][N:17]=2)=[CH:12][CH:11]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

Conditions

Temperature: 120 °C

Procedure

A mixture of 3.21 g (0.01 mole) of 4-(3,5-di-t-butylphenoxymethyl)-1-benzenecarbonitrile, 1.95 g (0.03 mole) of sodium azide, 1.60 g (0.03 mole) of ammonium chloride, 0.42 g (0.01 mole) of lithium chloride and 25 ml of dimethylformamide was heated at 120° C. in a stoppered flask for about sixty-four hours. The mixture was poured into 500 ml of water. The resulting precipitate was collected, rinsed with water and recrystallized from ethanol to give 2.7 g of white crystalline 5-{4-[(3,5-di-t-butylphenoxy)methyl]phenyl}tetrazole, m.p. 253°-255° C. Analysis: Calculated for: C22H28N4O: %C, 72.5; %H, 7.7; %N, 15.4; Found: %C, 72.5; %H, 7.9; %N, 15.0.

Workup

customThe resulting precipitate was collected
washrinsed with water
customrecrystallized from ethanol

Sources & evidence

ORD record: ord-f9b5c30e65a84b94b47fed9b01332f09
Source dataset: uspto-grants-1990_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04973731

Reaction notes

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