Ammonium Chloride → HCID 178514930, compound

HRID 1287282Notes

Reaction equation

HRID 1287282 reaction equation
[C:1]([C:3]1[CH:16]=[C:15]2[C:6]([C:7](=[O:24])[C:8]3[CH:9]=[CH:10][C:11]([N:18]4[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]4)=[CH:12][C:13]=3[C:14]2=[O:17])=[CH:5][CH:4]=1)#[N:2].[N-:25]=[N+:26]=[N-:27].[Na+].[Cl-].[NH4+]>>[NH:25]1[C:1]([C:3]2[CH:16]=[C:15]3[C:6]([C:7](=[O:24])[C:8]4[CH:9]=[CH:10][C:11]([N:18]5[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]5)=[CH:12][C:13]=4[C:14]3=[O:17])=[CH:5][CH:4]=2)=[N:2][N:27]=[N:26]1

Participants

4

Reactant 3

HCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 21507660HCID 21507660, compound

Product 1

HCID 178514930HCID 178514930, compoundYield 70.4%

Procedure

The above nitrile (1 g) was treated with sodium azide (0.66 g) and ammonium chloride (0.57 g) as in the preceding example to give 1-[7(1H-tetrazol-5-yl)-anthraquinon-2-yl] piperidine (0.8 g), m.p. 297-8°C, after crystallisation from dimethylformamide/acetic acid.

Sources & evidence

ORD record
ord-77e5c231651847fdba279ba82481a67c
Source dataset
uspto-grants-1976_10
Patent number
US03984429

Reaction notes

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