Carbamic chloride, N-methyl-N-phenyl- → HCID 53911669, compound

HRID 2084922Notes

Reaction equation

HRID 2084922 reaction equation
[CH2:1]([O:3][C:4]([CH:6]1[CH2:11][NH:10][CH2:9][CH2:8][N:7]1[S:12]([C:15]1[CH:20]=[CH:19][C:18]([O:21][CH2:22][C:23]#[C:24][CH3:25])=[CH:17][CH:16]=1)(=[O:14])=[O:13])=[O:5])[CH3:2].[CH3:26][N:27]([C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)[C:28](Cl)=[O:29]>>[CH2:22]([O:21][C:18]1[CH:19]=[CH:20][C:15]([S:12]([N:7]2[CH2:8][CH2:9][N:10]([C:28]([N:27]([CH3:26])[C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)=[O:29])[CH2:11][CH:6]2[C:4]([O:3][CH2:1][CH3:2])=[O:5])(=[O:13])=[O:14])=[CH:16][CH:17]=1)[C:23]#[C:24][CH3:25]

Participants

3

Reactant 2

HCID 77969Carbamic chloride, N-methyl-N-phenyl-HCID 54175880HCID 54175880, compound

Product 1

HCID 53911669HCID 53911669, compoundYield 98%

Procedure

In the same manner as described in Step 1 of Example 215, the 1-(4-but-2-ynyloxy-benzenesulfonyl)-piperazine-2-carboxylic acid ethyl ester (1.0 g, 2.7 mmol) was treated with N-methyl-N-phenylcarbamoyl chloride to provide 1.33 g (98%) of ethyl 1-{[4-(2-butynyloxy)phenyl]sulfonyl}-4-[(methylanilino)carbonyl]-2-piperazinecarboxylate as a brown oil. Electrospray Mass Spec 500.2 (M+H)+.

Sources & evidence

ORD record
ord-005bd29a003d4a0e815fd22a2794a831
Source dataset
uspto-grants-2004_04
Patent number
US06716833B2

Reaction notes

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