Diethyl Oxalate → HCID 19100726, compound

HRID 1974972Notes

Reaction equation

HRID 1974972 reaction equation
[C:1]([C:3]1[C:4]([NH:18][C:19]([O:21]C(C)(C)C)=O)=[C:5]([NH:10][C:11](OC(C)(C)C)=[O:12])[S:6][C:7]=1[S:8][CH3:9])#[N:2].C(OCC)(=O)C(OCC)=O>C(O)(=O)C>[C:1]([C:3]1[C:4]2[NH:18][C:19](=[O:21])[C:11](=[O:12])[NH:10][C:5]=2[S:6][C:7]=1[S:8][CH3:9])#[N:2]

Participants

4

Reactant 2

HCID 7268Diethyl OxalateHCID 19100795HCID 19100795, compound

Product 1

HCID 19100726HCID 19100726, compoundYield 72.3%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Reaction of di-t-butyl 4-cyano-5-(methylthio)thiophene-2,3-dicarbamate (1.0 g, 2.6 mmol) and diethyl oxalate (12 ml, 88 mmol) in acetic acid (15 ml) was performed following the procedure outlined in example 1 (Method D). Yield 0.45 g (72%) of the title compound. M.p. >225° C. MS (70 eV): m/z 239 (694, M), 224 (8), 211 (4), 196 (100), 162 (3), 136 (10), 109 (50), 94 (20), 82 (27), 70 (27).

Sources & evidence

ORD record
ord-9042f577db31401fadb6efde079061be
Source dataset
uspto-grants-1994_02
Patent number
US05284847

Reaction notes

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