Methanesulfonyl chloride → HCID 131725117, compound

HRID 586821Notes

Reaction equation

[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[F:8][C:9]([F:14])([F:13])[C:10]([OH:12])=[O:11].FC(F)(F)C(O)=O.[CH3:22][C:23]1[CH:32]=[C:31]([CH2:33][O:34][C:35]2[CH:40]=[CH:39][C:38]([C:41]3([N:50]4[CH2:55][CH2:54][NH:53][CH2:52][CH2:51]4)[C:46](=[O:47])[NH:45][C:44](=[O:48])[NH:43][C:42]3=[O:49])=[CH:37][CH:36]=2)[C:30]2[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=2)[N:24]=1.[CH3:56][S:57](Cl)(=[O:59])=[O:58]>>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[F:8][C:9]([F:14])([F:13])[C:10]([OH:12])=[O:11].[CH3:22][C:23]1[CH:32]=[C:31]([CH2:33][O:34][C:35]2[CH:36]=[CH:37][C:38]([C:41]3([N:50]4[CH2:55][CH2:54][N:53]([S:57]([CH3:56])(=[O:59])=[O:58])[CH2:52][CH2:51]4)[C:46](=[O:47])[NH:45][C:44](=[O:48])[NH:43][C:42]3=[O:49])=[CH:39][CH:40]=2)[C:30]2[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=2)[N:24]=1

Participants

Reactant 2

HCID 31297Methanesulfonyl chloride

HCID 131725107HCID 131725107, compound

Product 1

HCID 131725117HCID 131725117, compoundYield 37%

Procedure

Using a procedure analogous to Example 26, the product from Example 14 (120 mg, 0.150 mmol) was treated with methanesulfonyl chloride (24.0 mg, 1.4 eq) to provide the title barbituric acid (42.0 mg, 37%). MS found: (M+H)+=538.

Sources & evidence

ORD record: ord-ce45b69d756d45d29f4f8d9577538235
Source dataset: uspto-grants-2005_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06936620B2

Reaction notes

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