Dodecylamine → 1,3-Didodecylurea

HRID 1445290Notes

Reaction equation

HRID 1445290 reaction equation
[CH2:1]([NH2:13])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[CH2:14]([N:26]=[C:27]=[O:28])[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25]>CCCCCC>[CH2:1]([NH:13][C:27](=[O:28])[NH:26][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

Participants

4

Reactant 2

HCID 13583DodecylamineHCID 77873Dodecane, 1-isocyanato-

Product 1

HCID 5339211,3-Didodecylurea

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent2×

Procedure

Didodecylurea was prepared as follows: Dodecylamine (37 mmol, 6.84 g, commercially available from Sigma Aldrich Fine Chemicals, Milwaukee, Wis.) was dissolved in hexane (100 ml) in a 250 ml single neck, round bottomed flask. A solution of dodecyl isocyanate (37 mmol, 7.8 g, commercially available from Sigma Aldrich Fine Chemicals) in hexane (100 ml) was slowly added to the amine solution through an addition funnel. The mixture was stirred for 1 hr during which a white precipitate was formed. IR was used to confirm completion of reaction. The white precipitate was filtered and dried under vacuum overnight to give 14.64 g of a white solid (99.7% yield). The product is believed to be of the formula

Workup

  1. customwas formed
  2. customcompletion of reaction
  3. filtrationThe white precipitate was filtered
  4. customdried under vacuum overnight

Sources & evidence

ORD record
ord-4640b5d8ba7e48e0b65d851245672509
Source dataset
uspto-grants-2010_02
Patent number
US07665835B2

Reaction notes

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