Putrescine → HCID 131725978, compound

HRID 1243237Notes

Reaction equation

HRID 1243237 reaction equation
NCCCCN.[S:7](S(Cl)(=O)=O)([C:10]1[CH:26]=[CH:25][C:13]([N:14]=[N:15][C:16]2[CH:24]=[CH:23][C:19]([N:20]([CH3:22])[CH3:21])=[CH:18][CH:17]=2)=[CH:12][CH:11]=1)(=[O:9])=[O:8].[NH2:31][CH:32]([CH3:36])[CH:33]([NH2:35])[CH3:34]>C(#N)C>[S:7]([CH2:34][CH:33]([NH2:35])[CH:32]([NH2:31])[CH3:36])([C:10]1[CH:26]=[CH:25][C:13]([N:14]=[N:15][C:16]2[CH:24]=[CH:23][C:19]([N:20]([CH3:22])[CH3:21])=[CH:18][CH:17]=2)=[CH:12][CH:11]=1)(=[O:9])=[O:8]

Participants

5

Reactant 3

HCID 1045PutrescineHCID 1363622,3-ButanediamineHCID 54328704HCID 54328704, compound2×

Product 1

HCID 131725978HCID 131725978, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

1,4-diaminobutane was dissolved in acetonitrile. Dabsyl sulfonyl chloride was slurred in acetonitrile. The Dabsyl sulfonyl chloride slurry was added to the diaminobutane solution and reacted for 15 minutes. The reaction was quenched with water, diluted to 40% water and filtered. The filtrate was diluted to 60% water and re-filtered. The resulting filter cake was dried under high vacuum. The dry filter cake was dissolved in acetonitrile and dried in a rotoevaporator. The dried material was subject to further characterization. Calculated mass 375.49. Observed m+1 376.3. Elemental analysis—Calculated: % C, 57.57; % H, 6.71; % N, 18.65. Observed: % C, 57.48; % H, 6.35; % N, 18.33.

Workup

  1. customreacted for 15 minutes
  2. customThe reaction was quenched with water
  3. additiondiluted to 40% water
  4. filtrationfiltered
  5. additionThe filtrate was diluted to 60% water
  6. filtrationre-filtered
  7. filtrationThe resulting filter cake
  8. customwas dried under high vacuum
  9. filtrationThe dry filter cake
  10. dissolutionwas dissolved in acetonitrile
  11. customdried in a rotoevaporator

Sources & evidence

ORD record
ord-6ca6289c924140e7ae517fc7fb2ea8dd
Source dataset
uspto-grants-2006_10
Patent number
US07118871B2

Reaction notes

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