Histoy-Sangam period and the concluding part of Gupta Period

• Karaikal , the greatest Chola ruler transferred the capital to Kaveripattinam and he converted the Oliyar community from nomadic to settled life.He also fought a battle at Reuni
• Perunarkilli,the Chola ruler was the only Chola king to perform Rajsuya yajna
  
• Nedunjelian, the Pandya ruler was the hero of Silpapadikaram and he defeated Chola and Chera rulers in the battle of Talaiyangam
• Ahom was the story of love whereas Puram was the story of battles
• Thirunavukkarasu coined the term Sangam
• Thirukural, written by Thiruvaluvar is known as the Bible of the Tamil land and also the 5th Veda
• Senguttuvan, the Red Chera started Pattini cult was known as Kodal Pirakottiyama and he destroyed the efficacy of sea as a refuge
• Tolakappiyam was a book on grammer
• Kadimaram or kavalaram was the worship of tutelary tree
• Perundevanar translated Mahabharata into Tamil
• Tamil is the oldest Dravidian language
• Tolakappiyam is the earliest Tamil literary work extant today
• Sati or Tippaidal was common
• Kuppidu-Unit of measurement
• Nalikal-Unit of time
• Kalam-Unit of grain
• Kanam-Gold
• Velli-Silver
• Velvi-yajna
  
• Kadamai-King's customary tax
• Variyam-Land yielding tax
• Variyar-Tax collecting official
• Alakkus or Ulakku- Revenue measurement
• Pattinapattu-A work on Kaveripattanam
• Kalabhras rose against the Brahmins and ended the Sangam period
• Tirumal was the name of Vishnu
• Kalanju was a type of gold coin
• Korkai was known as Kolchi and Mahabalipuram as Melange
• Malayalam is the latest Dravidian language
• Spy was known as Orrayiar
• Nadukkal or virakkal was hero stone
• Alumbi Vel was revenue accountant
• Bhasa's Swapnovasavdutta was the earliest Sanskrit drama
• Earliest evidence of Vishti was in Bhagvata Purana
• Ritusamhara was the earliest work of Kalidasa
• Kumardasa wrote Janakiharana
• Chronlogical order of some Puranas: Manu-Brihaspati-Narada-Katyana-Vayu-Devala
• Auranasthanika-Officers in charge of wool market during the Gupta period
• Navaniketan-a book on medicine
• Vatsvatta wrote the famous Mandasore inscription of Kumargupta
• Maniyar Math was a circular temple only one of its kind
• Bhairavi wrote Kiratarjuniyam
• Yajnavalkya Smriti was the official lawbook of the Guptas

P.S: You should follow D N Jha's Ancient India for Gupta Age and Agnihotri's guidebook for the Sangam age chapter.