Ammonia → 5-Iodo-4,5,6,7-tetrahydrobenzo[b]thien-4-ylurea

HRID 1701220Notes

Reaction equation

HRID 1701220 reaction equation
S1C=CC2C=CCCC1=2.II.[I:12][CH:13]1[CH2:21][CH2:20][C:16]2[S:17][CH:18]=[CH:19][C:15]=2[CH:14]1[N:22]=[C:23]=[O:24].[NH3:25]>[Ag]N=C=O>[I:12][CH:13]1[CH2:21][CH2:20][C:16]2[S:17][CH:18]=[CH:19][C:15]=2[CH:14]1[NH:22][C:23]([NH2:25])=[O:24]

Participants

6

Reactant 4

HCID 222AmmoniaHCID 807IodineHCID 203489656,7-Dihydrobenzo[b]thiopheneHCID 203489855-Iodo-4,5,6,7-tetrahydrobenzo[b]-thien-4-yl isocyanate

Product 1

HCID 203489685-Iodo-4,5,6,7-tetrahydrobenzo[b]thien-4-ylurea

Reagents, catalysts & solvents 1

HCID 178521675HCID 178521675, compoundCatalyst

Procedure

A sample of 6,7-dihydrobenzo[b]thiophene is stirred with silver isocyanate and iodine as described in Example 39 and the resulting product, 5-iodo-4,5,6,7-tetrahydrobenzo[b]thien-4-yl isocyanate is treated with concentrated ammonia solution to afford 5-iodo-4,5,6,7-tetrahydrobenzo[b]thien-4-ylurea. This latter product is then reduced in the manner described in Example 40 to afford 4,5,6,7-tetrahydrobenzo[b]thien-4-ylurea.

Sources & evidence

ORD record
ord-5b308451145c4d5ab59a883e6b32ad6e
Source dataset
uspto-grants-1980_03
Patent number
US04191830

Reaction notes

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