Methyl isothiocyanate → N-methyl-N'-[2-(3-isoxazolylmethoxy)ethyl]thiourea

Reaction equation

Cl[CH2:2][C:3]1[CH:7]=[CH:6][O:5][N:4]=1.ClCC[O:11][CH2:12][C:13]1C=CO[N:14]=1.[CH3:18][N:19]=[C:20]=[S:21]>>[CH3:18][NH:19][C:20]([NH:14][CH2:13][CH2:12][O:11][CH2:2][C:3]1[CH:7]=[CH:6][O:5][N:4]=1)=[S:21]

Participants

Reactant 3

HCID 11167Methyl isothiocyanate

HCID 49130253-(Chloromethyl)-1,2-oxazole

HCID 205576623-(2-Chloroethoxymethyl)isoxazole

Product 1

HCID 20557841N-methyl-N'-[2-(3-isoxazolylmethoxy)ethyl]thiourea

Procedure

By the procedure of Example 38, 3-chloromethylisoxazole is converted to 3-(2-chloroethoxymethyl)isoxazole which is then reacted with methyl isothiocyanate to give N-methyl-N'-[2-(3-isoxazolylmethoxy)ethyl]thiourea.

Sources & evidence

ORD record: ord-3c21f95b477f40b1a5166d5f0e73b53e
Source dataset: uspto-grants-1977_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04018931

Reaction notes

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