Carbon Tetrachloride → HCID 19850801, compound

HRID 1607522Notes

Reaction equation

HRID 1607522 reaction equation
[CH3:1][C:2]1[C:3]([C:12]([O:14][CH2:15]C)=[O:13])=[C:4]([N:7](C)[C:8]([NH2:10])=O)[S:5][CH:6]=1.[C:17]1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(N(CC)CC)C.C(Cl)(Cl)(Cl)Cl>C(Cl)Cl>[CH3:17][N:10]=[C:8]=[N:7][C:4]1[S:5][CH:6]=[C:2]([CH3:1])[C:3]=1[C:12]([O:14][CH3:15])=[O:13]

Participants

6

Reactant 4

HCID 5943Carbon TetrachlorideHCID 8471TriethylamineHCID 11776TriphenylphosphineHCID 53975297HCID 53975297, compound

Product 1

HCID 19850801HCID 19850801, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A stirred solution of ethyl 4-methyl-2-(N1 -methylureido)-thiophene-3-carboxylate (2,3 g), triphenylphosphine (2,62 g), triethylamine (1.4 ml) and carbontetrachloride (5 ml) in CH2Cl2 (50 ml) was refluxed for 30 min, whereafter it was evaporated in vacuo. The oily residue was extracted twice with boiling petrol ether. The combined petrol ether solutions were evaporated to give N-methyl N'-(3-carbomethoxy-4-methyl-thien-2-yl)-carbodiimide as an oil. The presence of the carbodiimide moeity was confirmed by an IR absorbtion band at 2140 cm-1.

Workup

  1. customwas evaporated in vacuo
  2. extractionThe oily residue was extracted twice with boiling petrol ether
  3. customThe combined petrol ether solutions were evaporated

Sources & evidence

ORD record
ord-f6a2e68c662046be925a05a373db6dae
Source dataset
uspto-grants-1989_09
Patent number
US04866065

Reaction notes

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