Benzene → [(2-Isocyanatoethyl)thio]benzene

HRID 1702786Notes

Reaction equation

HRID 1702786 reaction equation
C1(C[CH2:8][C:9](O)=[S:10])C=CC=CC=1.C1(P(N=[N+]=[N-])(C2C=CC=CC=2)=[O:19])C=CC=CC=1.C([N:31]([CH2:34]C)CC)C.[CH:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1>>[C:36]1([S:10][CH2:9][CH2:8][N:31]=[C:34]=[O:19])[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1

Participants

5

Reactant 4

HCID 241BenzeneHCID 8471TriethylamineHCID 199401P,P-Diphenylphosphinic azideHCID 178526170HCID 178526170, compound

Product 1

HCID 20525097[(2-Isocyanatoethyl)thio]benzene

Procedure

The reaction of 3-phenylthiopropionic acid and diphenylphosphoryl azide in a solution of triethyl amine and benzene provided a solution comprising 2-phenylthioethyl isocyanate (I.R.: 2260 cm-1), which was reacted with 5-fluorouracil to provide 1-[N-(2-phenylthioethyl)carbamoyl]-5-fluorouracil substantially in the similar method to that of Example 10.

Sources & evidence

ORD record
ord-6c630ab939424b77a18c7d2b822bcb98
Source dataset
uspto-grants-1982_09
Patent number
US04349552

Reaction notes

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