Potassium Carbonate → HCID 67388354, compound

HRID 269817Notes

Reaction equation

HRID 269817 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)=[CH:6][CH:5]=1)([O-])=O.Br[CH2:17][CH2:18][CH2:19][N:20]1C(=O)C2=CC=CC=C2[C:21]1=[O:30].C(=O)([O-])[O-].[K+].[K+].O.NN.C[Si]([N:44]=C=O)(C)C>CN1CCCC1=O.C1COCC1>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:15][CH2:14][N:13]([CH2:17][CH2:18][CH2:19][NH:20][C:21]([NH2:44])=[O:30])[CH2:12][CH2:11]2)=[CH:6][CH:5]=1

Participants

8

Reactant 5

HCID 11430Potassium CarbonateHCID 21611N-3-BromopropylphthalimideHCID 24654Hydrazine hydrate (1:1)HCID 70696Trimethylsilyl isocyanateHCID 804471-(4-Nitrophenyl)piperazine

Product 1

HCID 67388354HCID 67388354, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolvent2×HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

1-(4-Nitrophenyl)piperazine and N-(3-bromopropyl)phthalimide were allowed to undergo the reaction under heating in 1-methyl-2-pyrrolidone in the presence of potassium carbonate. The resulting compound was allowed to react with hydrazine monohydrate in THF. The resulting compound was allowed to react with trimethylsilyl isocyanate in THF and then subjected to catalytic hydrogenation in the same manner as in Reference Example 3 to obtain {3-[4-(4-aminophenyl)piperazin-1-yl]propyl}urea. F: 276.

Workup

  1. customthe reaction

Sources & evidence

ORD record
ord-0a5d5fa6913a4b81acf96f04dbc7f8e7
Source dataset
uspto-grants-2008_11
Patent number
US07449456B2

Reaction notes

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