3-Methyl-2-butenoyl chloride → HCID 86591729, compound

HRID 2211864Notes

Reaction equation

HRID 2211864 reaction equation
[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[C:3]([N:10]2[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[NH2:24])[CH2:12][CH2:11]2)=[N:2]1.[CH3:25][C:26]([CH3:31])=[CH:27][C:28](Cl)=[O:29]>>[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[C:3]([N:10]2[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[NH:24][C:28](=[O:29])[CH:27]=[C:26]([CH3:31])[CH3:25])[CH2:12][CH2:11]2)=[N:2]1

Participants

3

Reactant 2

HCID 1023943-Methyl-2-butenoyl chlorideHCID 21963169HCID 21963169, compound

Product 1

HCID 86591729HCID 86591729, compoundYield 105.4%

Procedure

Starting from 2-[2-(4-1,2-benzisothiazol-3-yl-piperazin-1-yl)-ethyl]-phenylamine (1 g, 2.82 mmol) and 3,3 dimethyl acryloyl chloride (0.33 mL, 2.97 mmol) and following the procedure as outlined in Example 1, 1.25 g of 3-methyl-but-2-enoic acid {2-[2-(4-1,2-benzisothiazol-3-yl-piperazin-1-yl)-ethyl]-phenyl}-amide was isolated as a white foam in 93% purity @ 214 nm; LCMS (APCI): 421 [M+H]+; mp 52° C.

Sources & evidence

ORD record
ord-09fc629918ee4430816148d281f95930
Source dataset
uspto-grants-2006_09
Patent number
US07101886B2

Reaction notes

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