Di(succinimido) carbonate → HCID 87276995, compound

HRID 2098270Notes

Reaction equation

HRID 2098270 reaction equation
C1C(=O)N(O[C:9]([O:11][N:12]2[C:17](=[O:18])[CH2:16][CH2:15][C:13]2=[O:14])=[O:10])C(=O)C1.[NH2:19][C:20]1[CH:25]=[CH:24][C:23]([NH:26][C:27]([O:29][CH2:30][CH:31]2[C:43]3[CH:42]=[CH:41][CH:40]=[CH:39][C:38]=3[C:37]3[C:32]2=[CH:33][CH:34]=[CH:35][CH:36]=3)=[O:28])=[CH:22][CH:21]=1>CC#N>[O:18]=[C:17]1[CH2:16][CH2:15][C:13](=[O:14])[N:12]1[O:11][C:9]([NH:19][C:20]1[CH:21]=[CH:22][C:23]([NH:26][C:27]([O:29][CH2:30][CH:31]2[C:43]3[CH:42]=[CH:41][CH:40]=[CH:39][C:38]=3[C:37]3[C:32]2=[CH:33][CH:34]=[CH:35][CH:36]=3)=[O:28])=[CH:24][CH:25]=1)=[O:10]

Participants

4

Reactant 2

HCID 676246Di(succinimido) carbonateHCID 11450338(9H-Fluoren-9-yl)methyl (4-aminophenyl)carbamate

Product 1

HCID 87276995HCID 87276995, compoundYield 99.9%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

N,N′-Disuccinimidylcarbonate (16.20 g, 63.26 mmol, 1.1 eq) is added at room temperature to a stirred solution of N-(4-aminophenyl)(fluoren-9-ylmethoxy)carboxamide (20.00 g, 60.53 mmol, 1.0 eq) in CH3CN (1100 mL). After stirring overnight at room temperature, the reaction mixture is filtered to afford 28.50 g of the expected crude product as a white powder.

Workup

  1. filtrationthe reaction mixture is filtered

Sources & evidence

ORD record
ord-5c476fb5c3b2471592aca5f737598cdb
Source dataset
uspto-grants-2013_05
Patent number
US08450477B2

Reaction notes

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