Water → HCID 68119567, compound

HRID 1438839Notes

Reaction equation

HRID 1438839 reaction equation
[NH2:1][N:2]1[C:7](=[O:8])[C:6]([CH:9]([CH2:11][CH3:12])[CH3:10])=[N:5][N:4]=[C:3]1[S:13][CH3:14].[C:15]1([CH3:25])[CH:20]=CC(S(O)(=O)=O)=C[CH:16]=1.O.C(=O)([O-])[O-].[Na+].[Na+]>C(=O)C(C)C.C(Cl)Cl>[CH:16](=[N:1][N:2]1[C:7](=[O:8])[C:6]([CH:9]([CH2:11][CH3:12])[CH3:10])=[N:5][N:4]=[C:3]1[S:13][CH3:14])[CH:15]([CH3:25])[CH3:20]

Participants

7

Reactant 4

HCID 962WaterHCID 6101p-Toluenesulfonic acidHCID 10340Sodium CarbonateHCID 23050531HCID 23050531, compound

Product 1

HCID 68119567HCID 68119567, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6561IsobutyraldehydeSolvent

Procedure

42.8 g of 4-amino-6-sec.-butyl-3-methylthio-1,2,4-triazin-5(4H)-one were dissolved in 60 ml of isobutyraldehyde. 0.2 g of p-toluenesulfonic acid was added, the mixture was stirred until the slightly exothermic reaction had subsided and was diluted with 200 ml of methylene chloride, and the whole was stirred with 100 ml of water, containing 0.5 g of sodium carbonate. The organic phase was separated off, washed with water and concentrated on a rotary evaporator. The residue which remained consisted of 52.0 g (97.5%) of 4-isobutylideneamino-6-sec.-butyl-3-methylthio-1,2,4-triazin-5(4H)-one, melting point 16° C (from pentane); nD 20 1.5493.

Workup

  1. customThe organic phase was separated off
  2. washwashed with water
  3. concentrationconcentrated on a rotary evaporator

Sources & evidence

ORD record
ord-37c816a292be4d41b660e4e8e93f44b9
Source dataset
uspto-grants-1977_11
Patent number
US04057417

Reaction notes

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