Thiophosgene → HCID 54252605, compound

HRID 1033195Notes

Reaction equation

HRID 1033195 reaction equation
[NH2:1][C:2]1[CH:13]=[CH:12][C:5]2[O:6][C:7]([CH2:10][CH3:11])([CH3:9])[O:8][C:4]=2[CH:3]=1.[C:14](Cl)(Cl)=[S:15].C(=O)([O-])[O-].[K+].[K+]>O.C(Cl)(Cl)Cl>[CH2:10]([C:7]1([CH3:9])[O:6][C:5]2[CH:12]=[CH:13][C:2]([N:1]=[C:14]=[S:15])=[CH:3][C:4]=2[O:8]1)[CH3:11]

Participants

6

Reactant 3

HCID 10040ThiophosgeneHCID 11430Potassium CarbonateHCID 12608183HCID 12608183, compound

Product 1

HCID 54252605HCID 54252605, compoundYield 94.5%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6212ChloroformSolvent

Procedure

Using procedures similar to those employed in Step A of Example 8, the reaction of 1.9 g (0.011 mole) of 5-amino-2-ethyl-2-methyl-1,3-benzodioxole with 2.4 g (0.021 mole) of thiophosgene and 6.2 g (0.045 mole) of potassium carbonate in 10 ml of water and 70 ml of chloroform yielded 2.3 g of (2-ethyl-2-methyl-1,3-benzodioxol-5-yl) isothiocyanate as an oil. The nmr spectrum was consistent with the proposed structure.

Sources & evidence

ORD record
ord-e6ed957d04704f0bb656e19196b3c80b
Source dataset
uspto-grants-1994_05
Patent number
US05310724

Reaction notes

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