Ethyl isothiocyanatoformate → HCID 135980113, compound

HRID 466084Notes

Reaction equation

HRID 466084 reaction equation
[NH2:1][C:2]1[S:6][C:5]([C:7]2[CH:12]=[C:11]([C:13]([CH3:16])([CH3:15])[CH3:14])[C:10]([OH:17])=[C:9]([C:18]([CH3:21])([CH3:20])[CH3:19])[CH:8]=2)=[N:4][N:3]=1.[CH2:22]([O:24][C:25]([N:27]=[C:28]=[S:29])=[O:26])[CH3:23]>O1CCCC1>[CH3:16][C:13]([C:11]1[CH:12]=[C:7]([C:5]2[S:6][C:2]([NH:1][C:28]([NH:27][C:25](=[O:26])[O:24][CH2:22][CH3:23])=[S:29])=[N:3][N:4]=2)[CH:8]=[C:9]([C:18]([CH3:21])([CH3:20])[CH3:19])[C:10]=1[OH:17])([CH3:14])[CH3:15]

Participants

4

Reactant 2

HCID 85320Ethyl isothiocyanatoformateHCID 135518175HCID 135518175, compound

Product 1

HCID 135980113HCID 135980113, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a suspension of 4-(5-amino-1,3,4-thiadiazole-2-yl)-2,6-bis(1,1-dimethylethyl)phenol (1.5 g, 0.005 mole) in tetrahydrofuran (10 ml) is added ethoxycarbonylisothiocyanate (0.64 g, 0.005 mole) dropwise. The resulting mixture is stirred 18 hours at room temperature, before concentrating in vacuo. The residue is recrystallized from ethanol/water to provide 1.7 g (2.2 g theor., 78%) of the title compound after drying in vacuo at 50° C., mp >250° C.

Workup

  1. concentrationbefore concentrating in vacuo
  2. customThe residue is recrystallized from ethanol/water

Sources & evidence

ORD record
ord-9a7a8f1e26cd4dccaffa71366a5e0439
Source dataset
uspto-grants-1992_10
Patent number
US05155122

Reaction notes

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