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Hydrazine hydrate (1:1) → 4-(3-Methoxypropyl)-3-thiosemicarbazide

HRID 543834
Notes
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Reaction equation

HRID 543834 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][CH2:5][NH:6][C:7](=[S:10])SC.O.[NH2:12][NH2:13]>C(O)C>[CH3:1][O:2][CH2:3][CH2:4][CH2:5][NH:6][C:7](=[S:10])[NH:12][NH2:13]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 23324215HCID 23324215, compound

Product 1

HCID 18107374-(3-Methoxypropyl)-3-thiosemicarbazideYield 98.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Conditions

Temperature
70 °C

Procedure

A solution of methyl N-(3-methoxypropyl)dithiocarbamate (100.2 g) in ethanol (300 ml) was added dropwise at 3° C. over 30 minutes to a solution of hydrazine hydrate (28 g) in ethanol (200 ml). The mixture was stirred for 4.5 hours at 70° C. The reaction mixture was concentrated and to the residue were added water and diethyl ether. The diethyl ether extract was dried over magnesium sulfate and evaporated in vacuo to give pinkish oil of 4-(3-methoxypropyl)thiosemicarbazide (89.9 g).

Workup

  1. concentrationThe reaction mixture was concentrated and to the residue
  2. additionwere added water and diethyl ether
  3. extractionThe diethyl ether extract
  4. dry with materialwas dried over magnesium sulfate
  5. customevaporated in vacuo

Sources & evidence

ORD record
ord-2f3947d111d94fc5ac6e8d0a683d498a
Source dataset
uspto-grants-1984_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04447429

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes