Bis(2-chloroethyl)amine → N-[2-Oxo-8-(piperazin-1-yl)-2H-1-benzopyran-3-yl]acetamide

HRID 1921072Notes

Reaction equation

HRID 1921072 reaction equation
[NH2:1][C:2]1[C:11]2[O:10][C:9](=[O:12])[C:8]([NH:13][C:14](=[O:16])[CH3:15])=[CH:7][C:6]=2[CH:5]=[CH:4][CH:3]=1.Cl[CH2:18][CH2:19][NH:20][CH2:21][CH2:22]Cl>>[N:1]1([C:2]2[C:11]3[O:10][C:9](=[O:12])[C:8]([NH:13][C:14](=[O:16])[CH3:15])=[CH:7][C:6]=3[CH:5]=[CH:4][CH:3]=2)[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1

Participants

3

Reactant 2

HCID 9533Bis(2-chloroethyl)amineHCID 21792250N-(8-Amino-2-oxo-2H-1-benzopyran-3-yl)acetamide

Product 1

HCID 59427368N-[2-Oxo-8-(piperazin-1-yl)-2H-1-benzopyran-3-yl]acetamide

Procedure

Step 4 was the alkylation of N-(8-amino-2-oxo-2H-1-benzopyran-3-yl)-acetamide (4*) with bis-chloroethylamine yielding N-(8-(1-piperazinyl)-2-oxo-2H-1-benzopyran-3-yl-)acetamide (5*).

Sources & evidence

ORD record
ord-df630dbea199459585673af5ab3e9486
Source dataset
uspto-grants-2012_05
Patent number
US08173660B2

Reaction notes

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