Triethylamine → HCID 54276680, compound

HRID 704342Notes

Reaction equation

HRID 704342 reaction equation
[C:1]1([C:7]([NH:15][C:16](=O)[CH:17]([O:20][CH3:21])[CH2:18][CH3:19])=[CH:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(N(CC)CC)C.O=C(Cl)OC(Cl)(Cl)[Cl:34]>C(Cl)Cl>[C:1]1([C:7]([N:15]=[C:16]([Cl:34])[CH:17]([O:20][CH3:21])[CH2:18][CH3:19])=[CH:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 10426DiphosgeneHCID 54316423HCID 54316423, compound

Product 1

HCID 54276680HCID 54276680, compoundYield 153.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of 21 g of the product of Step B, 300 ml of methylene chloride and 49.5 ml of triethylamine was cooled to -40° C. and at -40° C. a solution of 9.42 g of diphosgene in 90 ml of methylene chloride was added. The residue, after returning the temperature to 20° C. and concentrating the mixture under reduced pressure, was taken up in ether and filtered. The filtrate was concentrated under reduced pressure to obtain 23 g of the expected product.

Workup

  1. additionwas added
  2. customto 20° C.
  3. concentrationconcentrating the mixture under reduced pressure
  4. filtrationfiltered
  5. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-21dab77f59544bf88200222b2efd11d7
Source dataset
uspto-grants-1991_01
Patent number
US04987140

Reaction notes

Loading…