Hydrochloric Acid → HCID 13789246, compound

HRID 390288Notes

Reaction equation

HRID 390288 reaction equation
[CH2:1]([N:8]1[C:12]([CH2:13][N:14]2C(=O)C3C(=CC=CC=3)C2=O)=[N:11][N:10]=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.NN.Cl>C(O)C.C(OCC)C>[CH2:1]([N:8]1[C:12]([CH2:13][NH2:14])=[N:11][N:10]=[N:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 9321HydrazineHCID 38901236HCID 38901236, compound

Product 1

HCID 13789246HCID 13789246, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 3283Diethyl EtherSolvent

Procedure

To a stirred solution of the solid isolated in Step B (7.88 g, 24.7 mmol) in ethanol (300 mL), hydrazine (1.58 g, 49.3 mmol) was added. The reaction mixture was then refluxed four hours. After cooling down to room temperature, the white solid from the solution was removed by filtration. The filtrate was concentrated. Acetonitrile (50 mL) was added to the residue. The precipitate from the solution was removed by filtration. The filtrate was concentrated to yield a colorless oil which was treated with 1N HCl in diethyl ether to yield C-(1-benzyl-1H-tetrazol-5-yl)-methylamine as a white solid, as its corresponding HCl salt.

Workup

  1. temperatureThe reaction mixture was then refluxed four hours
  2. customthe white solid from the solution was removed by filtration
  3. concentrationThe filtrate was concentrated
  4. additionAcetonitrile (50 mL) was added to the residue
  5. customThe precipitate from the solution was removed by filtration
  6. concentrationThe filtrate was concentrated
  7. customto yield a colorless oil which

Sources & evidence

ORD record
ord-bd82b8456fe74d1c855037424a2dfbdb
Source dataset
uspto-grants-2013_02
Patent number
US08383637B2

Reaction notes

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