Triethylamine → HCID 131728995, compound

HRID 1010540Notes

Reaction equation

HRID 1010540 reaction equation
[NH2:1][CH2:2][CH2:3][NH:4][CH2:5][CH2:6][NH:7][C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9].CS[C:17](SC)=[CH:18][N+:19]([O-:21])=[O:20].C(N(CC)CC)C>C(#N)C>[C:11]([O:10][C:8]([NH:7][CH2:6][CH2:5][N:4]1[CH2:3][CH2:2][NH:1][C:17]1=[CH:18][N+:19]([O-:21])=[O:20])=[O:9])([CH3:14])([CH3:13])[CH3:12]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 836231,1-Bis(methylthio)-2-nitroethyleneHCID 3621142N1-Boc-diethylenetriamine

Product 1

HCID 131728995HCID 131728995, compoundYield 64.6%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A stirred mixture of 2.03 gram (0.010 mole) of N-{2-[(2-aminoethyl)amino]ethyl}(tert-butoxy)carboxamide (commercially available), 1.18 gram (0.010 mole) of 1,1-di(methylthio)-2-nitroethene and 2 mL (excess) of triethylamine in 40 mL of acetonitrile was warmed to reflux where it was maintained for four hours. After this time the reaction mixture was concentrated under reduced pressure to a solid residue. The residue was washed with diethyl ether and dried, yielding 1.76 grams of the subject compound. The NMR spectrum was consistent with the proposed structure.

Workup

  1. temperaturewas warmed
  2. temperatureto reflux where it
  3. temperaturewas maintained for four hours
  4. concentrationAfter this time the reaction mixture was concentrated under reduced pressure to a solid residue
  5. washThe residue was washed with diethyl ether
  6. customdried

Sources & evidence

ORD record
ord-83fbfe82ef324b09bb1c32567922b592
Source dataset
uspto-grants-2011_07
Patent number
US07977332B2

Reaction notes

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