The purpose of this study is to propose a technical and psychological framework of intelligent computer supported collaborative work/learning (Intelligent CSCW/L) which we call “iDCLE (intelligent distributed collaborative learning environment)”. To realize this learning environment iDCLE, we constructed the real-time sharing communication system for collaborative work/learning on the computer network. In this paper, we describe the fundamental configuration of iDCLE, and discuss the mechanism of supporting discussion intelligently. The discussion support system in iDCLE can identify the state of discussion by tracing our model. The system can also diagnose the process of discussion for the purpose of making progress in the discussion using this model. If any advice is needed after diagnosing, the system gives the appropriate advice to the participants.