Hydrochloric Acid → N'-{1-[4-Hydroxy-5-(5,6,7,8-tetrahydronaphthalen-2-yl)thiophen-3-yl]ethylidene}4-(1H-tetrazol-5-yl)benzohydrazide

HRID 337386Notes

Reaction equation

HRID 337386 reaction equation
[OH:1][C:2]1[C:3]([C:17](=O)[CH3:18])=[CH:4][S:5][C:6]=1[C:7]1[CH:16]=[CH:15][C:14]2[CH2:13][CH2:12][CH2:11][CH2:10][C:9]=2[CH:8]=1.[NH:20]1[C:24]([C:25]2[CH:34]=[CH:33][C:28]([C:29]([NH:31][NH2:32])=[O:30])=[CH:27][CH:26]=2)=[N:23][N:22]=[N:21]1.Cl.O>CN(C)C=O>[OH:1][C:2]1[C:3]([C:17](=[N:32][NH:31][C:29](=[O:30])[C:28]2[CH:33]=[CH:34][C:25]([C:24]3[NH:23][N:22]=[N:21][N:20]=3)=[CH:26][CH:27]=2)[CH3:18])=[CH:4][S:5][C:6]=1[C:7]1[CH:16]=[CH:15][C:14]2[CH2:13][CH2:12][CH2:11][CH2:10][C:9]=2[CH:8]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 681616421-[4-Hydroxy-5-(5,6,7,8-tetrahydronaphthalen-2-yl)thiophen-3-yl]ethanoneHCID 178514418HCID 178514418, compound

Product 1

HCID 178465632N'-{1-[4-Hydroxy-5-(5,6,7,8-tetrahydronaphthalen-2-yl)thiophen-3-yl]ethylidene}4-(1H-tetrazol-5-yl)benzohydrazideYield 2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

21.6 mg (0.0793 mmol) of 1-[4-hydroxy-5-(5,6,7,8-tetrahydronaphthalen-2-yl)thiophen-3-yl]ethanone and 17.9 mg (0.0877 mmol) of 4-(1H-tetrazol-5-yl)benzohydrazide in N,N-dimethylformamide (1.0 ml) was stirred with a drop of concentrated hydrochloric acid at 60° C. for 3 hours. After completion of the reaction, water was added, and the precipitated solid was collected by filtration, washed with chloroform (2.0 ml) and dried under reduced pressure to obtain the desired product (0.7 mg, yield 2%).

Workup

  1. additionwas added
  2. filtrationthe precipitated solid was collected by filtration
  3. washwashed with chloroform (2.0 ml)
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-4f1bb4a574264bb9851b42785770e319
Source dataset
uspto-grants-2014_11
Patent number
US08889732B2

Reaction notes

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