methyl 3-isothiocyanato-4-methylthiophene-2-carboxylate → HCID 135966604, compound

HRID 325761Notes

Reaction equation

HRID 325761 reaction equation
Cl.CO[C:4]([C:6]1[S:7][CH:8]=[C:9]([CH3:12])[C:10]=1[NH2:11])=[O:5].COC(C1SC=C(C)C=1N=C=S)=O.COC(=O)C[N:30]1[C:35](=[O:36])[C:34]2SC=C(C)C=2[NH:32][C:31]1=S>>[CH3:12][C:9]1[C:10]2[N:11]=[C:31]3[NH:30][C:35](=[O:36])[CH2:34][N:32]3[C:4](=[O:5])[C:6]=2[S:7][CH:8]=1

Participants

4

Reactant 3

HCID 2777569methyl 3-isothiocyanato-4-methylthiophene-2-carboxylateHCID 280792081321-14-4HCID 54288711HCID 54288711, compound

Product 1

HCID 135966604HCID 135966604, compound

Procedure

The starting material can be prepared in an analogous manner to Example 1 starting from 3-amino-4-methyl-2-thiophenecarboxylic acid methyl ester hydrochloride via 4-methyl-3-isothiocyanato-2-thiophenecarboxylic acid methyl ester (70 g, melting point 227°-228°) and 1,4-dihydro-7-methyl-4-oxo-2-thioxothieno[3,2-d]pyrimidine-3(2H)-acetic acid methyl ester (69 g, melting point 227°-228°); yield 68.9 g, melting point 131°-132°.

Sources & evidence

ORD record
ord-1464e36632d4453884f5ffa2e8cf9d2f
Source dataset
uspto-grants-1984_04
Patent number
US04442289

Reaction notes

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