Ammonium Chloride → HCID 178441991, compound

HRID 345934Notes

Reaction equation

C[N:2]1[N:6](CCCCC2C=CC(OCC3C=CC4C(=CC=CC=4)N=3)=CC=2)C=N[NH:3]1.[CH3:29][CH:30]([CH2:35][C:36]1[CH:41]=[CH:40][C:39]([O:42][CH2:43][C:44]2[CH:49]=[CH:48][C:47]([O:50][CH2:51][C:52]3[CH:61]=[CH:60][C:59]4[C:54](=[CH:55][CH:56]=[CH:57][CH:58]=4)[N:53]=3)=[CH:46][CH:45]=2)=[CH:38][CH:37]=1)[CH2:31][CH2:32][C:33]#[N:34].[Na].[Cl-].[NH4+]>CN(C)C=O.C(Cl)(Cl)Cl>[CH3:29][CH:30]([CH2:35][C:36]1[CH:37]=[CH:38][C:39]([O:42][CH2:43][C:44]2[CH:49]=[CH:48][C:47]([O:50][CH2:51][C:52]3[CH:61]=[CH:60][C:59]4[C:54](=[CH:55][CH:56]=[CH:57][CH:58]=4)[N:53]=3)=[CH:46][CH:45]=2)=[CH:40][CH:41]=1)[CH2:31][CH2:32][C:33]1[NH:6][N:2]=[N:3][N:34]=1

Participants

Conditions

Temperature: 135 °C

Procedure

5-(3-methyl-4-(4-(4-(2-quinolinylmethyloxy)phenyl)butyl)tetrazole. A mixture of 4-methyl-5-(4-(4-(2-quinolinylmethyloxy)benzyloxy)phenyl) valeronitrile (1.5 g.), sodium aside (3 g), ammonium chloride (1.9 g) in dimethylformamide (20 ml) is stirred and heated at 135° C. for 18 hours. After cooling, the reaction mixture is poured into ice water and the insoluble material is taken up by chloroform. The residue from the evaporation of chloroform is purified by silica gel dry column (5% methanol in chloroform as eluant) to yield 5-(3-methyl-4-(4-(4-(2-quinolinylmethyloxy)benzyloxy)-phenyl)butyl)tetrazole.

Workup

temperatureAfter cooling
customThe residue from the evaporation of chloroform
customis purified by silica gel
dry with materialdry column (5% methanol in chloroform as eluant)

Sources & evidence

ORD record: ord-b9279176728d406db22f071997b27ee2
Source dataset: uspto-grants-1991_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05059610

Reaction notes

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