Trifluoroacetic acid → HCID 131715844, compound

HRID 2292363Notes

Reaction equation

HRID 2292363 reaction equation
[Br:1][C:2]1[CH:33]=[C:32]([OH:34])[C:31]([OH:35])=[CH:30][C:3]=1[C:4]([NH:6][NH:7][S:8]([NH:11][C:12]([N:14]1[CH2:17][C@H:16]([NH:18]C(=O)OCC2C=CC=CC=2)[C:15]1=[O:29])=[O:13])(=[O:10])=[O:9])=[O:5].[F:36][C:37]([F:42])([F:41])[C:38]([OH:40])=[O:39].C1(SC)C=CC=CC=1>CCOCC>[F:36][C:37]([F:42])([F:41])[C:38]([OH:40])=[O:39].[NH2:18][C@H:16]1[CH2:17][N:14]([C:12]([NH:11][S:8]([NH:7][NH:6][C:4](=[O:5])[C:3]2[CH:30]=[C:31]([OH:35])[C:32]([OH:34])=[CH:33][C:2]=2[Br:1])(=[O:10])=[O:9])=[O:13])[C:15]1=[O:29]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 7520ThioanisoleHCID 131715845HCID 131715845, compound

Product 1

HCID 131715844HCID 131715844, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

At room temperature, 2.29 g (4 mmol) of (S)-[1-[[[[2-(2-bromo-4,5-dihydroxybenzoyl)hydrazino]sulfonyl]amino]carbonyl]-2-oxoazetidinyl]carbamic acid, phenylmethyl ester was added to a mixture of 4.5 ml of trifluoroacetic acid and 1.6 g of thioanisole. After stirring overnight, 50 ml of ether was added and the resulting crystals were filtered off by suction, dried and triturated with 40 ml of dichloromethane. The crystals were filtered off again and dried in vacuo; yield: 1.9 g, melting point 157° C.

Workup

  1. filtrationthe resulting crystals were filtered off by suction
  2. customdried
  3. customtriturated with 40 ml of dichloromethane
  4. filtrationThe crystals were filtered off again
  5. customdried in vacuo

Sources & evidence

ORD record
ord-0f30b5767587487bb0697118fdd3aee0
Source dataset
uspto-grants-1989_01
Patent number
US04801705

Reaction notes

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