Morpholine → HCID 19851864, compound

HRID 1607094Notes

Reaction equation

HRID 1607094 reaction equation
C1(C(C2C=CC=CC=2)(C2C=CC=CC=2)[NH:8][CH2:9][CH2:10][S:11][C:12]([O:14]C2C=CC([N+]([O-])=O)=CC=2)=O)C=CC=CC=1.[NH:36]1[CH2:41][CH2:40][O:39][CH2:38][CH2:37]1>>[O:39]1[CH2:40][CH2:41][N:36]([C:12]([S:11][CH2:10][CH2:9][NH2:8])=[O:14])[CH2:37][CH2:38]1

Participants

3

Reactant 2

HCID 8083MorpholineHCID 15616513HCID 15616513, compound

Product 1

HCID 19851864HCID 19851864, compound

Procedure

N-triphenylmethyl-2-paranitrophenoxycarbonylthioethylamine (300 mg) and morpholine (162 μl) were subjected to similar reactions to those described in References 2 and 4 to give 2-morpholinocarbonylthioethylamine (crude formate: 134 mg). The product was dissolved in anhydrous methanol (3 ml). To the reaction solution were added triethylamine (486 μl) and mitomycin A (195 mg: 0.8 molar equivalent). The mixture was treated in a similar manner to that described in Example 1 to obtain Compound 33 (176 mg) in the form of grayish blue powders with a yield of 50%.

Sources & evidence

ORD record
ord-86d12efda7184555a4dd53972f51fae3
Source dataset
uspto-grants-1989_09
Patent number
US04863935

Reaction notes

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