N,N-??(??????)????? ??

N,N-??(??????)????? C??? ??, ??, ??

??? ??

81–82 °C/20 mmHg; 154 °C/760 mmHg; mp 16–17 °C; n20 D 1.4388.

??

N,N-Bis(trimethylsilyl)formamide can be used as source of nucleophilic formamide and N-silylaldimine synthon.
N,N-Bis(trimethylsilyl)formamide (BSF) exists in the amide form with both silyl groups attached to the nitrogen atom. This is in contrast to most other bis(TMS)amides (e.g., bis(TMS)- acetamide), which favor the N,O-bis(TMS)imidate isomer. BSF behaves as an N-formamido nucleophile, reacting with the carbonyl group of aldehydes and activated ketones to give N-formyl-O-trimethylsilyl-N,O-acetals. Similarly, reaction with imines (or their precursors) can in some cases give N-formylN,N-acetals. BSF undergoes reactions with a range of other electrophiles including acid chlorides, chloroformate esters, and isocyanates to give a range of interesting products. When treated with organolithium nucleophiles, attack occurs at the carbonyl function, to provide N-silylaldimines after elimination of a silyloxy unit. Such imines are reported to undergo further reactions to give heterocycles. There are also reports of BSF acting as a silylating agent, to give silyl enol ethers, although it is not commonly used for this application.

?? ??

chlorotrimethylsilane was added at room temperature to a solution of formamide and triethylamine in dry benzene and the mixture was heated at reflux for 1 h. The reaction mixture was filtered, and the filtrate was evaporated to give a crude oil. This was purified by high-vacuum distillation to afford N,N-bis(trimethylsilyl)formamide (BSF) as an oil in 75% yield.

N,N-??(??????)????? ?? ?? ? ???

???

?? ??

N,N-??(??????)????? ?? ??

???	??	???	??	?? ?	??
CR Corporation Limited	+8613062833949	fred.wen@crcorporation.cn	China	8645	58
HANGZHOU LEAP CHEM CO., LTD.	+86-571-87711850	market18@leapchem.com	China	24597	58
Hangzhou MolCore BioPharmatech Co.,Ltd.	+86-057181025280; +8617767106207	sales@molcore.com	China	49734	58
DAYANG CHEM (HANGZHOU) CO.,LTD	+86-88938639 +86-17705817739	info@dycnchem.com	China	53803	58
Amadis Chemical Company Limited	571-89925085	sales@amadischem.com	China	131956	58
Mainchem Co., Ltd.	+86-0592-6210733	sale@mainchem.com	China	32343	55
J & K SCIENTIFIC LTD.	18210857532; 18210857532	jkinfo@jkchemical.com	China	96815	76
Wuhan Haizheng Industry & Trade Development Co. Ltd	027-8866 0053/88660577/88660578		China	1073	55
Shanghai Qiao Chemical Science Co., Ltd	021-58892003 18601689453;	info@qiaochem.com	China	6075	65
Shanghai CR Corporation Limited	13062833949; 4006653949 4006653949	fred.wen@crcorporation.cn	China	9731	58

N,N-??(??????)????? ?? ??: