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

HRID 2286989
Notes
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Reaction equation

HRID 2286989 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-4d3e69fd8d784741bf8212432e81a1ba
Source dataset
uspto-grants-1981_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04268509

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes