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Hydrazine → 1-Pyrrolidinamine

HRID 636826
Notes
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Reaction equation

HRID 636826 reaction equation
NN.C(O)(O)CCC.[NH2:9][N:10]1[CH2:14][CH2:13][CH2:12][CH2:11]1>O1CCCC1>[NH2:9][N:10]1[CH2:14][CH2:13][CH2:12][CH2:11]1.[NH:10]1[CH:14]=[CH:13][CH2:12][CH2:11][NH:9]1
ParticipantsProcedureSources & evidenceReaction notes

Participants

6

Reactant 3

HCID 9321HydrazineHCID 279461-PyrrolidinamineHCID 165788Butanediol

Product 2

HCID 279461-PyrrolidinamineHCID 21255899Tetrahydropyridazine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Thus, 1-aminopyrrolidine is synthesized from hydrazine hydrohalogenic acid salt and butane diol or tetrahydrofuran, and by oxidizing 1-aminopyrrolidine with an oxidizing agent to form tetrahydropyridazine, and next, the tetrahydropyridazine is hydrogenated by using a noble metal catalyst to produce with industrial and economical advantages hexahydropyridazine which is very useful as an intermediate for agricultural chemicals or medicines.

Sources & evidence

ORD record
ord-4e1ac66220174ddb9e6725d8eea37d67
Source dataset
uspto-grants-2001_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06194577B1

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes