[1] While he was studying in Dhaka College, Dinesh joined Bengal Volunteers - a group organised by Subhas Chandra Bose in 1928, at the occasion of Calcutta session of the Indian National Congress.

Soon the Bengal Volunteers transformed itself to a more active revolutionary association and planned to assassinate certain Indian Imperial Police officers.

Revolutionaries trained by him were responsible for the assassination of three District Magistrates in succession, Douglas, Burge, and Peddy.

On 8 December 1930, Dinesh, along with Benoy Basu and Badal Gupta, dressed in European costume, entered the Writers' Building and shot dead Simpson.

Soon after that, Kanailal Bhattacharjee took revenge for the hanging by killing Mr. Galik (the judge of the Dinesh Gupta case) on 27 July 1931.

[2] Dinesh Gupta translated a short story of Anton Chekhov which was published in Prabasi Magazine.