Phenyl isocyanate → Thidiazuron

HRID 848030

Reaction equation

HRID 848030 reaction equation
[NH2:1][C:2]1[S:6][N:5]=[N:4][CH:3]=1.[C:7]1([N:13]=[C:14]=[O:15])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>C(N(CC)CC)C.O1CCCC1>[C:7]1([NH:13][C:14]([NH:1][C:2]2[S:6][N:5]=[N:4][CH:3]=2)=[O:15])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

5

Reactant 2

HCID 7672Phenyl isocyanateHCID 777361,2,3-Thiadiazol-5-amine

Product 1

HCID 40087Thidiazuron

Reagents, catalysts & solvents 2

HCID 8471TriethylamineCatalystHCID 8028TetrahydrofuranSolvent

Procedure

Combine 10.1 g (0.1 mole) 5-amino-1,2,3-thiadiazole, 75 ml of tetrahydrofurane and 11.5 ml (0.106 mole) of phenyl isocyanate. Further add 0.1 ml of triethylamine as catalyst. After standing overnight, the first crystals will have precipitated. The solvent is removed by evaporation under vacuum, and the residue is recrystallized from isopropanol.

Workup

  1. customthe first crystals will have precipitated
  2. customThe solvent is removed by evaporation under vacuum
  3. customthe residue is recrystallized from isopropanol

Sources & evidence

ORD record
ord-1ef7bc88388c487bbc15151dfc435f0e
Source dataset
uspto-grants-1981_10
Patent number
US04294605

Linked notes

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