Methyl fluorosulfate → HCID 19598383, compound

HRID 1957405Notes

Reaction equation

HRID 1957405 reaction equation
[F:1][S:2]([O:5][CH3:6])(=[O:4])=[O:3].Br.COC1C=CC(N(S(C2C=CC(CCCCC(O)=O)=CC=2)(=O)=O)C(C2C3C(N=C4C=2C=CC=C4)=CC=CC=3)=O)=CC=1.[C:49]1(=[O:91])[N:53]([O:54][C:55]([C:57]2[CH:62]=[CH:61][C:60]([N:63]([S:80]([C:83]3[CH:88]=[CH:87][C:86]([CH3:89])=[CH:85][CH:84]=3)(=[O:82])=[O:81])[C:64]([C:66]3[C:67]4[C:72]([N:73]=[C:74]5[C:79]=3[CH:78]=[CH:77][CH:76]=[CH:75]5)=[CH:71][CH:70]=[CH:69][CH:68]=4)=[O:65])=[CH:59][CH:58]=2)=[O:56])[C:52](=[O:90])[CH2:51][CH2:50]1>ClCCCl>[F:1][S:2]([O-:5])(=[O:4])=[O:3].[C:52]1(=[O:90])[N:53]([O:54][C:55]([C:57]2[CH:62]=[CH:61][C:60]([N:63]([S:80]([C:83]3[CH:84]=[CH:85][C:86]([CH3:89])=[CH:87][CH:88]=3)(=[O:81])=[O:82])[C:64]([C:66]3[C:79]4[C:74]([N+:73]([CH3:6])=[C:72]5[C:67]=3[CH:68]=[CH:69][CH:70]=[CH:71]5)=[CH:75][CH:76]=[CH:77][CH:78]=4)=[O:65])=[CH:59][CH:58]=2)=[O:56])[C:49](=[O:91])[CH2:50][CH2:51]1

Participants

5

Reactant 3

HCID 9870Methyl fluorosulfateHCID 14459520HCID 14459520, compoundHCID 19598387HCID 19598387, compound

Product 1

HCID 19598383HCID 19598383, compound

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

0.85 g (7.5 mmol) of methyl fluorosulfonate is added, while stirring at 25° C., to a solution of 0.59 9 (1 mmol) of N-(4-succinimidyloxycarbonylphenyl)-N-(4-toluenesulfonyl)acridine-9-carboxamide in 30 ml of 1,2-dichloroethane. The reaction product precipitates out within 4 hours. Filtration with suction and drying result in 0.43 g (60.8% of theory) of the desired product.

Workup

  1. customThe reaction product precipitates out within 4 hours
  2. filtrationFiltration with suction
  3. customdrying

Sources & evidence

ORD record
ord-e49b4af745d04e68af03c7fb08ea8686
Source dataset
uspto-grants-1998_07
Patent number
US05783696

Reaction notes

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