Triethoxy(3-isocyanatopropyl)silane → HCID 131727813, compound

HRID 1865775Notes

Reaction equation

HRID 1865775 reaction equation
[CH:1]([OH:40])([CH2:21][N:22]([S:24]([C:27]([C:30]([C:33]([C:36]([F:39])([F:38])[F:37])([F:35])[F:34])([F:32])[F:31])([F:29])[F:28])(=[O:26])=[O:25])[CH3:23])[CH2:2][N:3]([S:5]([C:8]([C:11]([C:14]([C:17]([F:20])([F:19])[F:18])([F:16])[F:15])([F:13])[F:12])([F:10])[F:9])(=[O:7])=[O:6])[CH3:4].[N:41]([CH2:44][CH2:45][CH2:46][Si:47]([O:54][CH2:55][CH3:56])([O:51][CH2:52][CH3:53])[O:48][CH2:49][CH3:50])=[C:42]=[O:43]>C(C(C)=O)C>[CH:1]([O:40][C:42]([NH:41][CH2:44][CH2:45][CH2:46][Si:47]([O:48][CH2:49][CH3:50])([O:54][CH2:55][CH3:56])[O:51][CH2:52][CH3:53])=[O:43])([CH2:2][N:3]([S:5]([C:8]([C:11]([C:14]([C:17]([F:20])([F:19])[F:18])([F:16])[F:15])([F:13])[F:12])([F:10])[F:9])(=[O:7])=[O:6])[CH3:4])[CH2:21][N:22]([S:24]([C:27]([C:30]([C:33]([C:36]([F:37])([F:39])[F:38])([F:34])[F:35])([F:31])[F:32])([F:29])[F:28])(=[O:26])=[O:25])[CH3:23]

Participants

4

Reactant 2

HCID 90613Triethoxy(3-isocyanatopropyl)silaneHCID 131726187[C4F9SO2N(CH3)CH2]2Choh

Product 1

HCID 131727813HCID 131727813, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Conditions

Temperature
30 °C

Procedure

A three-necked round bottom 500 mL flask fitted with a stirrer, heating mantle, condenser, nitrogen inlet, Dean-Stark trap and thermometer was charged with [C4F9SO2N(CH3)CH2]2CHOH (204.6 g, 0.300 mol), and methyl ethyl ketone (250 g). The mixture was heated and approximately 50 g of material was removed using the Dean-Stark trap. The mixture was cooled to 30° C., and OCN(CH2)3Si(OCH2CH3)3 (74.4 g, 0.301 mol) and three drops of stannous octanoate were added. The mixture was heated at 75° C. under nitrogen for 16 hours. A clear, slightly yellow product ensued. Analysis of the product was consistent with [C4F9SO2N(CH3)CH2]2CHOC(O)NH(CH2)3 Si(OCH2CH3)3.

Workup

  1. customA three-necked round bottom 500 mL flask fitted with a stirrer
  2. temperatureheating mantle, condenser, nitrogen inlet, Dean-Stark trap and thermometer
  3. temperatureThe mixture was heated
  4. customapproximately 50 g of material was removed
  5. temperatureThe mixture was heated at 75° C. under nitrogen for 16 hours

Sources & evidence

ORD record
ord-3a3c2972154e416caa086e85612cc210
Source dataset
uspto-grants-2009_12
Patent number
US07629298B2

Reaction notes

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