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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 28, 1998 - Issue 6
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Original Articles

Synthesis of 4-Benzidinyl Butyric Acid: A Key Intermediate for Antibodies Production Against Benzidin

, &
Pages 963-970 | Received 15 Jul 1997, Published online: 20 Aug 2006
 

Abstract

a four-step synthesis of monoalkylated benzidin is reported for immunogen preparation against benzidin dye. Use of 10% H2SO4/ dioxan for N-Boc cleavage avoids the cyclisation of 4-benzidinyl butyric acid into the corresponding lactam observed with the classical TFA/ CH2Cl2 system.

Notes

EC Directive relating quality of water intended for human consumption (80/778/EEC), Off. J. Eur. Commun., L229/11

Data of lactam 5:

1H NMR (DMSO) δ: 2.08 (quint., J = 7.5 Hz, 2 H, CH2CH 2CH2), 2.5 (CH 2CO, with DMSO), 3.86 (t, J=6.8 Hz, 2H, CH 2N), 7 (d, J=8.6 Hz, 2 Har), 7.6 (m, Har).

MS (IC+NH3) m/z: 253 [MH+].

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