With great difficulty because in accordance with the rules and regulations governing todays Roman numeral system that were introduced during the Middle Ages nowadays we would convert 1499, 19 and 99 into Roman numerals as MCDXCIX, XIX and XCIX respectively which makes arithmetical operations with them quite difficult if not impossible at all.
But notwithstanding todays configuration of Roman numerals inasmuch that there is evidence to suggest that the ancient Romans would have probably calculated the equivalent of these numbers in either of the folllowing formats:-
IMD+IXX = MDXVIII => (1500-1)+(20-1) = 1518
MDXVIII+IC = MDCXVII => 1518+(100-1) = 1617
Alternatively:-
MCCCCLXXXXVIIII+XVIIII = MDXVIII => 1499+19 = 1518
MDXVIII+LXXXXVIIII = MDCXVII => 1518+99 = 1617
Remember: 5*I=V, 2*V=X, 5*X=L, 2*L=C, 5*C=D and 2*D=M
Roman numerals: M=1000, D=500, C=100, L=50, X=10, V=5 and I=1
Note that if we added I to MCCCCLXXXXVIIII it would then become MD so in order for it to retain its original value we must subtract I from MD therefore it follows that:-
MCCCCLXXXXVIIII = IMD = 1499
QED
See answer to question: ' How do you add together 1666 and 1999 in two different ways using Roman numerals'
Numerals are used for mathematical calculations. Mathematical calculations are used in science. This is the way Roman numerals related to Roman science.
Precisely as you have done in the question
According to my calculations,mccxxix in Hindu Arabic numerals is 1229
The Romans did their calculations on an abacus counting device which was the equivalent to a primitive calculator.
Precisely as you have done so in your question.
Roman numerals are entirely inappropriate for doing such calculations. I believe the people in Roman times did such calculations on an abacus or something similar - which is basically similar to converting them to the Arabic numbers we use. If you really want to do it in Roman numerals - which is basically NOT a good idea - you would have to keep the thousands, hundreds, etc. separate, and handle carry (for addition) and borrowing (for subtraction).
They're great for clocks, but try doing basic calculations with them. The Romans had no representation for the number zero. It was the Greeks who invented Zero as a number. Therefore calculations with Roman numerals is extremely difficult.
Roman Numerals are not used in calculations, because there is no easy way to do them, as there is with the decimal numbers that we use today.
In today's modern way of expressing Roman numerals 199 and 114 are now considered to be CXCIX and CXIV respectively but there exist historical evidence to suggest that the ancient Romans would have probably worked out the above calculations in either of the following formats: A: ICC+ICXV+ICC = DXII => (200-1)+(215-1)+(200-1) = 512 B: CLXXXXVIIII+CXIIII+CLXXXXVIIII = DXII +> 199+114+199 = 512 For more extensive and complicated calculations the Romans would have used an abacus calculating device.
Since you ask how I would do it: I would forget about doing this in Roman; rather, I would convert everything to arabic numbers, which are much more appropriate for such calculations.
The rules of Roman numerals involve using basic symbols to represent different values, such as I for 1, V for 5, X for 10, and so on. The merits of Roman numerals include their simplicity and ease of use for basic calculations. However, their demerits include the lack of a zero representation, limited ability for complex calculations, and the need for additional symbols for larger numbers, making them less practical for advanced math or scientific purposes.