Sodium Cyanide → 4-Aminothiane-4-carbonitrile

HRID 264016Notes

Reaction equation

HRID 264016 reaction equation
[OH-].[NH4+:2].[Cl-].[NH4+:4].[C-:5]#N.[Na+].[S:8]1[CH2:13][CH2:12][C:11](=O)[CH2:10][CH2:9]1>>[NH2:2][C:11]1([C:5]#[N:4])[CH2:12][CH2:13][S:8][CH2:9][CH2:10]1

Participants

5

Reactant 4

HCID 8929Sodium CyanideHCID 14923Ammonium HydroxideHCID 25517Ammonium ChlorideHCID 66173Tetrahydrothiopyran-4-one

Product 1

HCID 158187404-Aminothiane-4-carbonitrile

Procedure

Using the procedure of Stage 1 of Example 1, 8 ml of ammonium hydroxide, 1.58 g of ammonium chloride, 1.23 g of sodium cyanide and 2.51 g of tetrahydro-4H-thiopyran-4-one were reacted and the mixture was stirred for 18 hours at ambient temperature. Extraction was carried out 3 times with methylene chloride, followed by washing with salt water and drying to obtain 2.88 g of the expected product (white crystals) melting at 51°-52° C.

Workup

  1. customwere reacted
  2. extractionExtraction
  3. washby washing with salt water
  4. customdrying

Sources & evidence

ORD record
ord-f182eab08b6d4981b67efccebaec122a
Source dataset
uspto-grants-1997_07
Patent number
US05646172

Reaction notes

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